Identification

PhytoHub ID
PHUB000015
Name
Nuatigenin
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
430.629
Monoisotopic Mass
430.308309832
Chemical Formula
C27H42O4
IUPAC Name
(1'S,2S,2'S,4'S,5S,7'S,8'R,9'S,12'S,13'R,16'S)-5-(hydroxymethyl)-5,7',9',13'-tetramethyl-5'-oxaspiro[oxolane-2,6'-pentacyclo[10.8.0.0^{2,9}.0^{4,8}.0^{13,18}]icosan]-18'-en-16'-ol
InChI Key
NELZMZLNTYWIPD-MLBSDYKWSA-N
InChI Identifier
InChI=1S/C27H42O4/c1-16-23-22(30-27(16)12-11-24(2,15-28)31-27)14-21-19-6-5-17-13-18(29)7-9-25(17,3)20(19)8-10-26(21,23)4/h5,16,18-23,28-29H,6-15H2,1-4H3/t16-,18-,19+,20-,21-,22-,23-,24-,25-,26-,27-/m0/s1
SMILES
[H][[email protected]]12C[[email protected]@]3([H])[[email protected]]4([H])CC=C5C[[email protected]@H](O)CC[[email protected]]5(C)[[email protected]@]4([H])CC[[email protected]]3(C)[[email protected]@]1([H])[[email protected]](C)[[email protected]@]1(CC[[email protected]@](C)(CO)O1)O2
Structure

Calculated Properties

Solubility (ALOGPS)
4.54e-03 g/l
LogS (ALOGPS)
-4.98
LogP (ALOGPS)
3.20
Hydrogen Acceptors
4
Hydrogen Donors
2
Rotatable Bond Count
1
Polar Surface Area
58.92
Refractivity
121.79399999999998
Polarizability
51.45945620846557
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-1.3963371594677016
pKa (strongest acidic)
14.369273629173774
Number of Rings
6
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy

Family
Terpenoids
Class
Triterpenoids
Sub-class
Saponins

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Steroids and steroid derivatives
Super-class
Lipids and lipid-like molecules
Sub-class
Furospirostanes and derivatives
Direct Parent Name
Furospirostanes and derivatives
Alternative Parent Names
["3-beta-hydroxy delta-5-steroids", "3-beta-hydroxysteroids", "Cyclic alcohols and derivatives", "Delta-5-steroids", "Hydrocarbon derivatives", "Ketals", "Oxacyclic compounds", "Primary alcohols", "Secondary alcohols", "Spirostanes and derivatives", "Tetrahydrofurans", "Triterpenoids"]
External Descriptor Annotations
["Furospirostanols and derivatives", "Furostan and derivatives", "sapogenin", "spirostan"]
Substituent Names
["3-beta-hydroxy-delta-5-steroid", "3-beta-hydroxysteroid", "3-hydroxy-delta-5-steroid", "3-hydroxysteroid", "Acetal", "Alcohol", "Aliphatic heteropolycyclic compound", "Cyclic alcohol", "Delta-5-steroid", "Furospirostane-skeleton", "Hydrocarbon derivative", "Hydroxysteroid", "Ketal", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Primary alcohol", "Secondary alcohol", "Spirostane skeleton", "Tetrahydrofuran", "Triterpenoid"]

Spectra

No spectra information available

Food Sources

NameGroup
OatCereals and cereal products PublicationsShow

Metabolism

No metabolism information available

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