Structure Database (LMSD)

Common Name
3beta,15alpha,16alpha,24alpha-tetrahydroxy25,26,27-trinor-16,24-cyclo-cycloart-7-en-23-one-3-O-beta-D-xylopyranoside
Systematic Name
3β,15α,16α,24α-tetrahydroxy25,26,27-trinor-16,24-cyclo-9β,19-cyclo-lanost-7-en-23-one-3-O-β-D-xylopyranoside
Synonyms
LM ID
LMST01100014
Formula
C32H48O9
Exact Mass
Calculate m/z
576.329836
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cycloartanols and derivatives [ST0110]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Actaea heracleifolia (#64034)
Magnoliopsida (#3398)
Six new cycloartane glycosides from cimicifuga rhizome.,
Chem Pharm Bull (Tokyo), 2011
Pubmed ID: 21963633

String Representations

InChiKey (Click to copy)
PHPRMYZBBHLQAM-SXCZTZLJSA-N
InChi (Click to copy)
InChI=1S/C32H48O9/c1-15-12-16(33)24(37)32(39)23(15)28(4)10-11-31-14-30(31)9-8-20(41-25-22(36)21(35)17(34)13-40-25)27(2,3)18(30)6-7-19(31)29(28,5)26(32)38/h7,15,17-18,20-26,34-39H,6,8-14H2,1-5H3/t15-,17-,18+,20+,21+,22-,23-,24+,25+,26-,28-,29-,30-,31+,32-/m1/s1
SMILES (Click to copy)
C1C[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)CO2)C(C)(C)[C@]2([H])CC=C3[C@]4(C)[C@@H](O)[C@]5(O)[C@@H](O)C(=O)C[C@@H](C)[C@]5([H])[C@@]4(C)CC[C@@]43C[C@]124

Other Databases

PubChem CID
54672302

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 7
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 549.47
Topological Polar Surface Area 158.98
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 4.03
Molar Refractivity 150.60

Admin

Created at
11th Sep 2020
Updated at
28th Jan 2021