Structure Database (LMSD)

Common Name
Herkesterone
Systematic Name
2β,3β,5β,14α,20R,22R,25-heptahydroxy-cholest-7,9(11)-dien-6-one
Synonyms
  • 5beta,25-dihydroxydacryhainansterone
LM ID
LMST01010555
Formula
C27H42O8
Exact Mass
Calculate m/z
494.28797
Sum Composition
ST 27:3;O8
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Serratula (#41634)
Magnoliopsida (#3398)
Two new ecdysteroids from Serratula wolffii.,
J Nat Prod, 2004
Pubmed ID: 15217300

String Representations

InChiKey (Click to copy)
IPPARPMLJLUMNP-CVFUVVIBSA-N
InChi (Click to copy)
InChI=1S/C27H42O8/c1-22(2,32)9-8-20(30)25(5,33)19-7-11-26(34)16-12-21(31)27(35)14-18(29)17(28)13-24(27,4)15(16)6-10-23(19,26)3/h6,12,17-20,28-30,32-35H,7-11,13-14H2,1-5H3/t17-,18+,19-,20+,23+,24+,25+,26+,27+/m0/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@](O)(C(=O)C=C3C2=CC[C@@]2(C)[C@@]3(O)CC[C@]2([H])[C@@](O)([C@H](O)CCC(O)(C)C)C)C[C@@H](O)[C@H]1O

Other Databases

PubChem CID
102157616

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 488.62
Topological Polar Surface Area 158.68
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 8
logP 2.89
Molar Refractivity 131.62

Admin

Created at
15th May 2023
Updated at
15th May 2023