PhytoHub: Showing entry for Lettucenin A

Lettucenin A

Identification

PhytoHub ID

PHUB002322

Name

Lettucenin A

Systematic Name

6-methyl-9-methylidene-2-oxo-7,8-dihydroazuleno[4,5-b]uran-3-carbaldehyde

Synonyms

2,7,8,9-Tetrahydro-6-methyl-9-methylene-2-oxoazuleno[4,5-b]furan-3-carbaldehyde
6-methyl-9-methylene-2-oxo-2,7,8,9-tetrahydroazuleno[4,5-b]furan-3-carbaldehyde

CAS Number

97915-46-3

Average Mass

240.258

Monoisotopic Mass

240.078644246

Chemical Formula

C₁₅H₁₂O₃

IUPAC Name

6-methyl-9-methylidene-2-oxo-2H,7H,8H,9H-azuleno[4,5-b]furan-3-carbaldehyde

InChI Key

PATCUDSVUMFCMB-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C15H12O3/c1-8-3-6-11-12(7-16)15(17)18-14(11)13-9(2)4-5-10(8)13/h3,6-7H,2,4-5H2,1H3

SMILES

CC1=C2CCC(=C)C2=C2OC(=O)C(C=O)=C2C=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 2.99e-01 g/l
LogS (ALOGPS): -2.91
LogP (ALOGPS): 2.60
Hydrogen Acceptors: 2
Hydrogen Donors: 0
Rotatable Bond Count: 1
Polar Surface Area: 43.370000000000005
Refractivity: 70.71839999999999
Polarizability: 25.478300149308154
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -7.202021137866186
pKa (strongest acidic): Not Available
Number of Rings: 3
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

PubChem: 178999
ChEBI: 174240

Taxonomy as Food Phytochemical

Family: Terpenoids
Class: Sesquiterpenoids
Sub-class: Not Available

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Cycloheptafurans
Super-class: Organoheterocyclic compounds
Sub-class: Not Available
Direct Parent Name: Cycloheptafurans
Alternative Parent Names: ["Aryl-aldehydes", "Furans", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Lactones", "Organic oxides", "Oxacyclic compounds"]
External Descriptor Annotations: Not Available
Substituent Names: ["Aldehyde", "Aromatic heteropolycyclic compound", "Aryl-aldehyde", "Cycloheptafuran", "Furan", "Heteroaromatic compound", "Hydrocarbon derivative", "Lactone", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Oxacycle"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(104.0620482,1.505277795);(105.0698728,0.9841083204);(116.0620482,0.9716976104);(130.0776974,0.9091410259);(131.085522,1.569848511);(168.0569623,0.9715343577);(171.0804361,1.172890761);(172.0882607,1.227534601);(185.0233167,1.071036038);(186.0311413,1.148501744);(192.0569623,1.070484814);(194.0726115,1.468825957);(195.0804361,1.088752379);(196.0882607,3.758274659);(197.059701,1.044471645);(208.0518764,1.10486749);(209.059701,1.0633496);(210.0311413,1.472837062);(210.0675256,1.611388593);(211.0389659,1.743831656);(211.0753502,1.947403815);(212.0467905,2.904031508);(212.0831748,3.865805673);(213.0546151,1.206982928);(214.0624397,1.29672271);(222.0675256,1.427815306);(223.0753502,1.381296381);(224.0467905,1.5985928);(225.0546151,3.891881216);(239.0702643,1.863618033);(240.0780889,3.471143566)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(104.0620482,1.505277795);(105.0698728,0.9841083204);(116.0620482,0.9716976104);(130.0776974,0.9091410259);(131.085522,1.569848511);(168.0569623,0.9715343577);(171.0804361,1.172890761);(172.0882607,1.227534601);(185.0233167,1.071036038);(186.0311413,1.148501744);(192.0569623,1.070484814);(194.0726115,1.468825957);(195.0804361,1.088752379);(196.0882607,3.758274659);(197.059701,1.044471645);(208.0518764,1.10486749);(209.059701,1.0633496);(210.0311413,1.472837062);(210.0675256,1.611388593);(211.0389659,1.743831656);(211.0753502,1.947403815);(212.0467905,2.904031508);(212.0831748,3.865805673);(213.0546151,1.206982928);(214.0624397,1.29672271);(222.0675256,1.427815306);(223.0753502,1.381296381);(224.0467905,1.5985928);(225.0546151,3.891881216);(239.0702643,1.863618033);(240.0780889,3.471143566)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(104.0620482,1.505277795);(105.0698728,0.9841083204);(116.0620482,0.9716976104);(130.0776974,0.9091410259);(131.085522,1.569848511);(168.0569623,0.9715343577);(171.0804361,1.172890761);(172.0882607,1.227534601);(185.0233167,1.071036038);(186.0311413,1.148501744);(192.0569623,1.070484814);(194.0726115,1.468825957);(195.0804361,1.088752379);(196.0882607,3.758274659);(197.059701,1.044471645);(208.0518764,1.10486749);(209.059701,1.0633496);(210.0311413,1.472837062);(210.0675256,1.611388593);(211.0389659,1.743831656);(211.0753502,1.947403815);(212.0467905,2.904031508);(212.0831748,3.865805673);(213.0546151,1.206982928);(214.0624397,1.29672271);(222.0675256,1.427815306);(223.0753502,1.381296381);(224.0467905,1.5985928);(225.0546151,3.891881216);(239.0702643,1.863618033);(240.0780889,3.471143566)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(41.03912516,0.1972819509);(43.05477522,0.091915486);(53.03912516,0.0569424043);(55.05477522,0.0529482498);(79.05477522,0.0695263068);(131.0860754,0.0742045933);(153.0704253,0.7079703858);(155.0860754,0.2676826171);(169.0653399,1.152071993);(171.08099,0.2417051428);(173.09664,0.3631047106);(177.0704253,0.142146153);(179.0860754,0.0726403394);(187.0395191,0.4247081547);(189.0551691,0.3680072707);(191.0708192,0.0826461893);(193.0653399,0.95280423);(195.08099,0.857905043);(197.0602545,2.448882811);(197.09664,0.6459745223);(199.0395191,0.1445850546);(199.0759046,0.5306585084);(201.0551691,0.2856315387);(209.0602545,0.2591430413);(211.0395191,0.1879378549);(211.0759046,1.728206203);(213.0551691,0.4806055942);(215.0708192,0.4475660145);(223.0759046,12.36233563);(225.0551691,1.407414017);(241.0864693,72.89484799)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(41.03912516,0.6200447492);(79.05477522,0.2732302473);(91.05477522,0.4627455781);(107.0860754,0.3023850007);(129.0704253,0.4781527327);(131.0860754,0.9342794332);(153.0704253,6.475676117);(155.0860754,5.737074863);(167.0860754,0.4870564167);(169.0653399,0.3763468458);(173.09664,0.757973035);(177.0704253,1.397416526);(179.0860754,0.956629893);(187.0395191,4.130248721);(189.0551691,0.447725112);(191.0708192,0.7476152695);(193.0653399,8.069612908);(195.08099,3.104284237);(197.0602545,1.035585408);(197.09664,3.186818105);(199.0395191,2.057707589);(199.0759046,1.127953039);(201.0551691,3.701829071);(209.0602545,1.420285315);(211.0395191,0.8324032546);(211.0759046,2.19939855);(213.0551691,1.359578228);(215.0708192,2.17387509);(223.0759046,14.11593382);(225.0551691,2.761372669);(241.0864693,28.26876218)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(41.03912516,2.148059935);(43.05477522,1.240381026);(44.99765427,0.8493599285);(51.0234751,8.584091408);(53.03912516,1.900036769);(65.03912516,3.682388314);(67.05477522,5.698201921);(81.03403978,0.7958056516);(91.05477522,0.9748120291);(103.0547752,0.8820311052);(115.0547752,1.150521258);(119.0496898,4.602449115);(129.0704253,1.51177297);(131.0860754,0.7918344432);(143.0496898,10.08802262);(145.0653399,2.669176799);(147.08099,0.7419243638);(153.0704253,12.38917669);(155.0496898,1.88432719);(155.0860754,6.975514333);(157.0653399,2.977739803);(167.0860754,1.728018332);(169.0653399,9.464127337);(171.08099,3.049800571);(173.09664,1.492824535);(177.0704253,1.760149011);(179.0860754,1.441512499);(193.0653399,3.402220768);(197.0602545,2.851418111);(223.0759046,1.484835099);(225.0551691,0.7874660694)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(17.00273965,0.0136687251);(29.00273965,0.1737398369);(39.0234751,0.0332655615);(41.00273965,0.1377644659);(53.03912516,0.0293613254);(68.99765427,0.0612240725);(108.9925689,0.0578329184);(111.008219,0.0111943228);(151.0547752,0.0569491497);(153.0704253,1.33269347);(161.023869,0.0275732171);(165.0704253,0.0192426727);(167.0496898,0.0385856107);(169.0653399,0.9199687388);(171.08099,0.7071266894);(177.0704253,0.059467264);(179.0496898,0.016718763);(185.023869,0.0234920331);(191.0496898,0.105663077);(193.0653399,0.2909353948);(195.08099,4.027998005);(197.0602545,0.0770066647);(199.0395191,0.0438618653);(207.0446045,0.0589320846);(209.023869,0.0106103047);(209.0602545,0.5853288211);(211.0395191,0.1198073604);(213.0551691,0.1410009594);(221.0602545,2.758975344);(223.0395191,1.060749201);(239.0708192,86.99926208)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(15.0234751,0.2023877527);(17.00273965,0.2698463776);(29.00273965,0.4889476453);(41.00273965,2.896989025);(53.03912516,0.1585790534);(68.99765427,0.5351357674);(71.01330434,0.2291569123);(108.9925689,0.1753248661);(111.008219,0.2935594369);(151.0547752,0.203322831);(153.0704253,5.595071599);(167.0496898,0.3746573475);(169.0653399,1.497150705);(171.08099,2.338804863);(177.0704253,0.1767204703);(185.023869,0.2349716425);(191.0496898,0.4863839626);(193.0653399,1.954323677);(195.0446045,0.985888063);(195.08099,4.679727652);(197.023869,0.5517884413);(197.0602545,1.262278708);(199.0395191,0.6326284627);(207.0446045,0.9092067858);(209.023869,1.303702764);(209.0602545,5.372901248);(211.0395191,1.2905235);(213.0551691,1.077418938);(221.0602545,6.279416886);(223.0395191,1.407200718);(239.0708192,56.1359839)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(29.00273965,1.310189326);(39.0234751,1.223867122);(41.00273965,8.289869085);(43.01838972,3.29507191);(65.00273965,1.021393933);(65.03912516,0.6117744368);(89.03912516,0.7760366104);(103.0183897,1.144794032);(105.0340398,1.312508679);(117.0340398,0.9252881079);(131.0496898,0.6564834587);(141.0340398,0.6088416957);(141.0704253,1.607508928);(143.0496898,2.069909766);(145.0653399,1.403928355);(151.0547752,2.420025595);(153.0340398,1.885622939);(153.0704253,2.111747351);(155.0496898,6.848536566);(165.0704253,1.526222255);(167.0496898,26.00361886);(169.0653399,8.457992663);(171.08099,8.675549051);(177.0704253,1.899760561);(179.0496898,2.577906859);(191.0496898,2.242044439);(193.0653399,2.861371796);(195.0446045,0.7645552132);(195.08099,4.214783822);(213.0551691,0.6600119504);(223.0395191,0.5927846357)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(209.02442,25.88);(209.0608,17.97);(209.0608,17.97);(209.0608,17.97);(211.07645,65.94);(211.07645,65.94);(211.07645,65.94);(211.07645,65.94);(211.07645,65.94);(211.07645,65.94);(211.07645,65.94);(237.05572,17.73);(237.05572,17.73);(237.05572,17.73);(237.05572,17.73);(237.05572,17.73);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0);(239.07137,100.0)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(132.99312,16.64);(153.07097,46.91);(153.07097,46.91);(153.07097,46.91);(167.08662,35.22);(169.06589,51.54);(169.06589,51.54);(181.06589,22.75);(181.06589,22.75);(183.08154,19.8);(193.06589,100.0);(193.06589,100.0);(193.06589,100.0);(193.06589,100.0);(193.06589,100.0);(195.04515,30.22);(195.04515,30.22);(209.02442,39.57);(209.0608,58.6);(209.0608,58.6);(209.0608,58.6);(211.04007,19.09);(211.04007,19.09);(223.04007,38.65);(223.04007,38.65);(223.04007,38.65);(223.04007,38.65);(223.04007,38.65);(223.04007,38.65);(223.04007,38.65);(237.05572,31.54);(237.05572,31.54);(237.05572,31.54);(237.05572,31.54);(237.05572,31.54)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(135.00767,4.07);(135.00767,4.07);(135.00767,4.07);(169.06479,10.5);(213.09101,7.76);(213.09101,7.76);(213.09101,7.76);(213.09101,7.76);(223.07536,24.58);(223.07536,24.58);(223.07536,24.58);(223.07536,24.58);(223.07536,24.58);(223.07536,24.58);(223.07536,24.58);(239.07027,12.06);(239.07027,12.06);(239.07027,12.06);(239.07027,12.06);(239.07027,12.06);(239.07027,12.06);(239.07027,12.06);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0);(241.08592,100.0)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(77.03858,22.23);(79.05423,12.07);(91.05423,10.58);(91.05423,10.58);(95.01276,7.9);(95.01276,7.9);(95.01276,7.9);(95.01276,7.9);(153.06988,85.87);(153.06988,85.87);(153.06988,85.87);(155.04914,8.66);(155.04914,8.66);(155.08553,16.72);(157.06479,11.61);(157.06479,11.61);(157.06479,11.61);(163.03897,9.51);(167.08553,9.96);(169.06479,100.0);(181.06479,11.63);(185.02332,8.78);(185.09609,78.53);(193.06479,9.96);(193.06479,9.96);(197.09609,11.86);(197.09609,11.86);(197.09609,11.86);(197.09609,11.86);(197.09609,11.86);(199.03897,8.0);(199.03897,8.0);(199.03897,8.0);(201.05462,11.05);(201.05462,11.05);(201.05462,11.05);(201.05462,11.05);(201.05462,11.05);(201.05462,11.05);(201.05462,11.05);(201.05462,11.05);(211.03897,10.91);(211.03897,10.91);(211.03897,10.91);(211.03897,10.91);(211.07536,8.93);(211.07536,8.93);(211.07536,8.93);(211.07536,8.93);(211.07536,8.93);(213.09101,8.6);(213.09101,8.6);(213.09101,8.6);(213.09101,8.6);(215.07027,12.43);(215.07027,12.43);(215.07027,12.43);(215.07027,12.43);(215.07027,12.43);(215.07027,12.43);(223.07536,18.83);(223.07536,18.83);(223.07536,18.83);(223.07536,18.83);(223.07536,18.83);(223.07536,18.83);(223.07536,18.83);(225.05462,21.52);(225.05462,21.52);(225.05462,21.52);(225.05462,21.52);(225.05462,21.52);(225.05462,21.52);(225.05462,21.52);(225.05462,21.52);(225.05462,21.52);(225.05462,21.52);(239.07027,31.29);(239.07027,31.29);(239.07027,31.29);(239.07027,31.29);(239.07027,31.29);(239.07027,31.29);(239.07027,31.29)

Food Sources

	Name	Group
	Lettuce	Vegetables, Leaf vegetables	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

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Showing entry for Lettucenin A