PhytoHub: Showing entry for Chaconine (alpha-)

Chaconine (alpha-)

Identification

PhytoHub ID

PHUB000846

Name

Chaconine (alpha-)

Systematic Name

Not Available

Synonyms

a-Chaconine
Chaconine
Conine

CAS Number

Not Available

Average Mass

852.072

Monoisotopic Mass

851.503106035

Chemical Formula

C₄₅H₇₃NO₁₄

IUPAC Name

(2S,3R,4R,5R,6S)-2-{[(2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-{[(1S,2S,7S,10S,11S,14R,15R,16S,17R,20S,23S)-10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.0^{2,11}.0^{5,10}.0^{15,23}.0^{17,22}]tetracos-4-en-7-yl]oxy}-5-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-3-yl]oxy}-6-methyloxane-3,4,5-triol

InChI Key

TYNQWWGVEGFKRU-BAMJSYLTSA-N

InChI Identifier

InChI=1S/C45H73NO14/c1-19-7-10-28-20(2)31-29(46(28)17-19)16-27-25-9-8-23-15-24(11-13-44(23,5)26(25)12-14-45(27,31)6)57-43-40(60-42-37(53)35(51)33(49)22(4)56-42)38(54)39(30(18-47)58-43)59-41-36(52)34(50)32(48)21(3)55-41/h8,19-22,24-43,47-54H,7,9-18H2,1-6H3/t19-,20+,21-,22-,24-,25+,26-,27-,28+,29-,30+,31-,32-,33-,34+,35+,36+,37+,38-,39+,40+,41-,42-,43+,44+,45+/m0/s1

SMILES

[H][C@@]1(C)[C@@]2([H])CC[C@]([H])(C)CN2[C@@]2([H])C[C@@]3([H])[C@]4([H])CC=C5C[C@]([H])(CC[C@@]5(C)[C@@]4([H])CC[C@@]3(C)[C@@]12[H])O[C@]1([H])O[C@]([H])(CO)[C@@]([H])(O[C@]2([H])O[C@@]([H])(C)[C@]([H])(O)[C@@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]1([H])O[C@]1([H])O[C@@]([H])(C)[C@]([H])(O)[C@@]([H])(O)[C@@]1([H])O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 2.90e-01 g/l
LogS (ALOGPS): -3.47
LogP (ALOGPS): 1.87
Hydrogen Acceptors: 15
Hydrogen Donors: 8
Rotatable Bond Count: 7
Polar Surface Area: 220.45999999999995
Refractivity: 215.00990000000004
Polarizability: 91.45903516335088
Formal Charge: 0
Physiological Charge: 1
pKa (strongest basic): 11.784001120236216
pKa (strongest acidic): 12.218002600948317
Number of Rings: 9
Rule of Five: No
Bioavailability: No
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: Yes

External Links

ChEBI: 10219
PubChem: 442971
MetaboLights: MTBLC10219
FooDB (Compounds): FDB018909
HMDB: HMDB0039353

Taxonomy as Food Phytochemical

Family: N-containing compounds
Class: Alkaloids
Sub-class: Steroid alkaloids

Taxonomy as Metabolite

Metabolite Family: N-containing compound metabolites
Metabolite Class: Alkaloid metabolites
Metabolite Sub-class: Steroid alkaloids (parent, host and microbial metabolites)

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Chaconine (alpha-)	N-containing compounds	Alkaloids	Steroid alkaloids	Show Food Phytochemical

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Steroids and steroid derivatives
Super-class: Lipids and lipid-like molecules
Sub-class: Steroidal glycosides
Direct Parent Name: Steroidal saponins
Alternative Parent Names: ["Acetals", "Alkaloids and derivatives", "Azacyclic compounds", "Azasteroids and derivatives", "Delta-5-steroids", "Diterpene glycosides", "Diterpenoids", "Hydrocarbon derivatives", "Indolizidines", "N-alkylpyrrolidines", "O-glycosyl compounds", "Oligosaccharides", "Organopnictogen compounds", "Oxacyclic compounds", "Oxanes", "Piperidines", "Polyols", "Primary alcohols", "Secondary alcohols", "Solanidines and derivatives", "Trialkylamines"]
External Descriptor Annotations: Not Available
Substituent Names: ["Acetal", "Alcohol", "Aliphatic heteropolycyclic compound", "Alkaloid or derivatives", "Amine", "Azacycle", "Azasteroid", "Delta-5-steroid", "Diterpene glycoside", "Diterpenoid", "Glycosyl compound", "Hydrocarbon derivative", "Indolizidine", "N-alkylpyrrolidine", "O-glycosyl compound", "Oligosaccharide", "Organic nitrogen compound", "Organic oxygen compound", "Organoheterocyclic compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Oxacycle", "Oxane", "Piperidine", "Polyol", "Primary alcohol", "Pyrrolidine", "Secondary alcohol", "Solanidane skeleton", "Steroidal alkaloid", "Steroidal saponin", "Terpene glycoside", "Tertiary aliphatic amine", "Tertiary amine"]

Spectra from Phytohub

	Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Food Sources

	Name	Group
	Potato	Vegetables, Tubers	Publications	Show

Food Sources of its Food Phytochemical(s)

	Food Phytochemical	Food Source	Food Source Group
	Chaconine (alpha-)	Potato	Vegetables, Tubers	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

	Food Phytochemical		Metabolite	Species	Biofluids	Origin	TMax	CMax	Urinary Excretion	Formula	Monoisotopic mass
	Chaconine (alpha-)		Chaconine (alpha-)	human	serum	unchanged	5h-8h	<20 nmol/L	Not Available	C₄₅H₇₃NO₁₄	851.503106035		Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Chaconine (alpha-)