precursor

Showing entry for Cucurbitacin C

Identification

PhytoHub ID
PHUB000014
Name
Cucurbitacin C
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
560.728
Monoisotopic Mass
560.334918506
Chemical Formula
C32H48O8
IUPAC Name
(3E,6R)-6-[(1R,2R,3aS,3bS,7S,9aR,9bR,11aR)-2,7-dihydroxy-9b-(hydroxymethyl)-3a,6,6,11a-tetramethyl-10-oxo-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate
InChI Key
DGIGXLXLGBAJJN-TUOUHCSQSA-N
InChI Identifier
InChI=1S/C32H48O8/c1-18(34)40-27(2,3)14-13-24(37)31(8,39)26-21(35)15-29(6)22-11-9-19-20(10-12-23(36)28(19,4)5)32(22,17-33)25(38)16-30(26,29)7/h9,13-14,20-23,26,33,35-36,39H,10-12,15-17H2,1-8H3/b14-13+/t20-,21-,22+,23+,26+,29+,30-,31+,32+/m1/s1
SMILES
[H][C@@]1([[email protected]](O)C[C@@]2(C)[C@]3([H])CC=C4[C@@]([H])(CC[[email protected]](O)C4(C)C)[C@]3(CO)C(=O)C[C@]12C)[C@@](C)(O)C(=O)\C=C\C(C)(C)OC(C)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.07e-02 g/l
LogS (ALOGPS)
-4.72
LogP (ALOGPS)
3.19
Hydrogen Acceptors
7
Hydrogen Donors
4
Rotatable Bond Count
7
Polar Surface Area
141.36
Refractivity
152.14809999999997
Polarizability
62.28740108353742
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-0.8705403425165059
pKa (strongest acidic)
12.938366656363076
Number of Rings
4
Rule of Five
No
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy as Food Phytochemical

Family
Terpenoids
Class
Miscellaneous terpenoids
Sub-class
Not Available

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Steroids and steroid derivatives
Super-class
Lipids and lipid-like molecules
Sub-class
Cucurbitacins
Direct Parent Name
Cucurbitacins
Alternative Parent Names
["11-oxosteroids", "14-alpha-methylsteroids", "16-alpha-hydroxysteroids", "3-beta-hydroxy delta-5-steroids", "3-beta-hydroxysteroids", "Acryloyl compounds", "Acyloins", "Alpha-hydroxy ketones", "Carboxylic acid esters", "Cyclic alcohols and derivatives", "Delta-5-steroids", "Enones", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Primary alcohols", "Secondary alcohols", "Steroid esters", "Tertiary alcohols", "Triterpenoids"]
External Descriptor Annotations
["Cholesterol and derivatives", "Cycloartane", "cucurbitacin"]
Substituent Names
["11-oxosteroid", "14-alpha-methylsteroid", "16-alpha-hydroxysteroid", "16-hydroxysteroid", "20-hydroxysteroid", "21-oxosteroid", "22-oxosteroid", "3-beta-hydroxy-delta-5-steroid", "3-beta-hydroxysteroid", "3-hydroxy-delta-5-steroid", "3-hydroxysteroid", "Acryloyl-group", "Acyloin", "Alcohol", "Aliphatic homopolycyclic compound", "Alpha,beta-unsaturated ketone", "Alpha-hydroxy ketone", "Carbonyl group", "Carboxylic acid derivative", "Carboxylic acid ester", "Cucurbitacin skeleton", "Cyclic alcohol", "Delta-5-steroid", "Enone", "Hydrocarbon derivative", "Hydroxysteroid", "Ketone", "Monocarboxylic acid or derivatives", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Oxosteroid", "Primary alcohol", "Secondary alcohol", "Steroid ester", "Tertiary alcohol", "Triterpenoid"]

Spectra from Online Resources

No spectra information available

Food Sources

NameGroup
CucumberVegetables, Gourds PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

No metabolism information available

Inter-Individual Variations Metabolism

No data on inter-individual variations available

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