PhytoHub: Showing entry for Esculeogenin B

Esculeogenin B

Identification

PhytoHub ID

PHUB002364

Name

Esculeogenin B

Systematic Name

(1S,2R,5S,7S,10S,11S,14S,15R,16S,17S,20S,22R,24S)-20-(hydroxymethyl)-10,14,16-trimethyl-23-oxa-18-azahexacyclo[12.11.0.02,11.05,10.015,24.017,22]pentacosane-7,22-diol

Synonyms

(5alpha,22S,23R,25S)-22,26-epimino-16beta,23-epoxy-3beta,23,27-trihydroxycholestane

CAS Number

Not Available

Average Mass

447.66

Monoisotopic Mass

447.334858933

Chemical Formula

C₂₇H₄₅NO₄

IUPAC Name

(1S,2R,5S,7S,10S,11S,14S,15R,16S,17S,20S,22R,24S)-20-(hydroxymethyl)-10,14,16-trimethyl-23-oxa-18-azahexacyclo[12.11.0.0^{2,11}.0^{5,10}.0^{15,24}.0^{17,22}]pentacosane-7,22-diol

InChI Key

AGNQTDBSAUJBFO-JCEQVCBNSA-N

InChI Identifier

InChI=1S/C27H45NO4/c1-15-23-22(32-27(31)12-16(14-29)13-28-24(15)27)11-21-19-5-4-17-10-18(30)6-8-25(17,2)20(19)7-9-26(21,23)3/h15-24,28-31H,4-14H2,1-3H3/t15-,16-,17-,18-,19+,20-,21-,22-,23-,24-,25-,26-,27+/m0/s1

SMILES

[H][C@]12C[C@@]3([H])[C@]4([H])CC[C@@]5([H])C[C@@]([H])(O)CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@]([H])(C)[C@]1([H])NC[C@@]([H])(CO)C[C@@]1(O)O2

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 1.09e-02 g/l
LogS (ALOGPS): -4.62
LogP (ALOGPS): 2.63
Hydrogen Acceptors: 5
Hydrogen Donors: 4
Rotatable Bond Count: 1
Polar Surface Area: 81.95
Refractivity: 124.23299999999998
Polarizability: 53.57986554149154
Formal Charge: 0
Physiological Charge: 1
pKa (strongest basic): 9.038799387352006
pKa (strongest acidic): 11.51007893322491
Number of Rings: 6
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: No
Veber's Rule: No
MDDR-like Rule: No

External Links

PubChem: 11430786

Taxonomy as Food Phytochemical

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

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Steroids and steroid derivatives
Super-class: Lipids and lipid-like molecules
Sub-class: Steroidal alkaloids
Direct Parent Name: Solanocapsine-type alkaloids
Alternative Parent Names: ["1,3-aminoalcohols", "3-beta-hydroxysteroids", "Alkaloids and derivatives", "Azacyclic compounds", "Azasteroids and derivatives", "Cyclic alcohols and derivatives", "Dialkylamines", "Hemiacetals", "Hydrocarbon derivatives", "Organopnictogen compounds", "Oxacyclic compounds", "Oxanes", "Piperidines", "Primary alcohols", "Secondary alcohols"]
External Descriptor Annotations: Not Available
Substituent Names: ["1,3-aminoalcohol", "23-hydroxysteroid", "3-beta-hydroxysteroid", "3-hydroxysteroid", "Alcohol", "Aliphatic heteropolycyclic compound", "Alkaloid or derivatives", "Amine", "Azacycle", "Azasteroid", "Cyclic alcohol", "Hemiacetal", "Hydrocarbon derivative", "Hydroxysteroid", "Organic nitrogen compound", "Organic oxygen compound", "Organoheterocyclic compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Oxacycle", "Oxane", "Piperidine", "Primary alcohol", "Secondary alcohol", "Secondary aliphatic amine", "Secondary amine", "Solanocapsine skeleton"]

Spectra from Phytohub

	Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Food Sources

	Name	Group
	Tomato	Vegetables, Fruit vegetables	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
	Esculeogenin B		Esculeogenin B sulfate	human	urine	host metabolism	Not Available	Not Available	Not Available	C₂₇H₄₅NO₇S	527.291673967	Detailed Intervention Studies	Publications
	Esculeogenin B		Hydroxyesculeogenin B	human	urine	host metabolism	Not Available	Not Available	Not Available	C₂₇H₄₅NO₅	463.329773553	Detailed Intervention Studies	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

Back

Showing entry for Esculeogenin B