Structure Database (LMSD)

Common Name
9(11)-dehydroxyhecogenin
Systematic Name
(25R)-12-oxo-5α-spirost-9(11)en-3β-ol
Synonyms
  • (25R)-3beta-hydroxy-5alpha-spirost-9(11)en-12-one
LM ID
LMST01080093
Formula
C27H40O4
Exact Mass
Calculate m/z
428.29266
Sum Composition
ST 28:3;O4
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Spirostanols and derivatives [ST0108]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Agave americana (#39510)
Magnoliopsida (#3398)
Four new steroid constituents from the waste residue of fibre separation from Agave americana leaves.,
Chem Pharm Bull (Tokyo), 2004
Pubmed ID: 15187383

String Representations

InChiKey (Click to copy)
YLZUMNXGXFXZNQ-SMCBIBCGSA-N
InChi (Click to copy)
InChI=1S/C27H40O4/c1-15-7-10-27(30-14-15)16(2)24-22(31-27)12-21-19-6-5-17-11-18(28)8-9-25(17,3)20(19)13-23(29)26(21,24)4/h13,15-19,21-22,24,28H,5-12,14H2,1-4H3/t15-,16+,17+,18+,19-,21+,22+,24+,25+,26-,27-/m1/s1
SMILES (Click to copy)
O[C@@H]1C[C@]2([H])CC[C@@]3([H])[C@]4([H])C[C@@H]5O[C@]6([C@@H](C)[C@@H]5[C@@]4(C)C(=O)C=C3[C@@]2(C)CC1)OC[C@H](C)CC6

Other Databases

PubChem CID
52931483

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 6
Aromatic Rings 0
Rotatable Bonds 0
Van der Waals Molecular Volume 431.38
Topological Polar Surface Area 59.90
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 6.04
Molar Refractivity 120.12

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Created at
-
Updated at
3rd Sep 2021