PhytoHub: Showing entry for Alphitolic acid

Alphitolic acid

Identification

PhytoHub ID

PHUB000156

Name

Alphitolic acid

Systematic Name

Not Available

Synonyms

(1R,3aS,5aS,5bR,9R,10R,11aR)-9,10-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7

CAS Number

Not Available

Average Mass

470.694

Monoisotopic Mass

470.339609961

Chemical Formula

C₃₀H₄₆O₄

IUPAC Name

(1R,3aS,5aS,5bR,9R,10R,11aR)-9,10-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-1H,2H,3H,3aH,4H,5H,5aH,5bH,6H,7H,7aH,8H,9H,10H,11H,11aH,11bH,12H,13bH-cyclopenta[a]chrysene-3a-carboxylic acid

InChI Key

YVFUWFRLVWFNLF-LAYMWGLGSA-N

InChI Identifier

InChI=1S/C30H46O4/c1-17(2)18-10-13-30(25(33)34)15-14-28(6)19(23(18)30)8-9-22-27(5)16-20(31)24(32)26(3,4)21(27)11-12-29(22,28)7/h8,18,20-24,31-32H,1,9-16H2,2-7H3,(H,33,34)/t18-,20+,21?,22?,23?,24-,27-,28+,29+,30-/m0/s1

SMILES

[H]OC(=O)[C@]12CC[C@]([H])(C1C1=CCC3[C@@]4(C)C[C@@]([H])(O[H])[C@]([H])(O[H])C(C)(C)C4CC[C@@]3(C)[C@]1(C)CC2)C(C)=C

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 4.27e-03 g/l
LogS (ALOGPS): -5.04
LogP (ALOGPS): 5.67
Hydrogen Acceptors: 4
Hydrogen Donors: 3
Rotatable Bond Count: 2
Polar Surface Area: 77.76
Refractivity: 134.837
Polarizability: 54.78734479159796
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -3.159816461820133
pKa (strongest acidic): 4.718131465363965
Number of Rings: 5
Rule of Five: No
Bioavailability: Yes
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: No

External Links

PubChem: 470606
PeakForestCompound: 000145

Taxonomy as Food Phytochemical

Family: Terpenoids
Class: Triterpenoids
Sub-class: Miscellaneous triterpenoids

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Prenol lipids
Super-class: Lipids and lipid-like molecules
Sub-class: Triterpenoids
Direct Parent Name: Triterpenoids
Alternative Parent Names: ["1,2-diols", "18-hydroxysteroids", "Carbonyl compounds", "Carboxylic acids", "Cyclic alcohols and derivatives", "Delta-7-steroids", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Oxosteroids", "Secondary alcohols"]
External Descriptor Annotations: Not Available
Substituent Names: ["1,2-diol", "18-hydroxysteroid", "18-oxosteroid", "Alcohol", "Aliphatic homopolycyclic compound", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Cyclic alcohol", "Delta-7-steroid", "Hydrocarbon derivative", "Hydroxysteroid", "Monocarboxylic acid or derivatives", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Oxosteroid", "Secondary alcohol", "Steroid", "Triterpenoid"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Technology	Ion Mode	Collision Energy	View
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Positive	10V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Positive	20V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Positive	40V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Negative	10V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Negative	20V	View Spectrum
Predicted LC-MS/MS	Not Available	Predicted by CFM-ID	Negative	40V	View Spectrum

Food Sources

	Name	Group
	Jujube	Fruit, Other fruits	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 Alphitolic acid