LIPID MAPS

Structure Database (LMSD)

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Common Name

Caudatin

Systematic Name

12β-[[(2E)-3,4-dimethyl-1-oxo-2-pentenyl]oxy]-3β,8β,14β,17α-tetrahydroxy-pregn-5-en-20-one

Synonyms

LM ID

LMST02030262

Formula

C₂₈H₄₂O₇

Exact Mass

Calculate m/z

490.293055

Sum Composition

ST 28:4;O7

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

VWLXIXALPNYWFH-UXGQNDOZSA-N

InChi (Click to copy)

InChI=1S/C28H42O7/c1-16(2)17(3)13-23(31)35-22-15-21-24(5)9-8-20(30)14-19(24)7-10-27(21,33)28(34)12-11-26(32,18(4)29)25(22,28)6/h7,13,16,20-22,30,32-34H,8-12,14-15H2,1-6H3/b17-13+/t20-,21+,22+,24-,25+,26+,27-,28+/m0/s1

SMILES (Click to copy)

[C@]12(C)[C@](O)(CC[C@]1(C(=O)C)O)[C@@]1(O)[C@@](C[C@H]2OC(=O)/C=C(/C(C)C)\C)([H])[C@]2(C)C(=CC1)C[C@H](CC2)O

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Cynanchum auriculatum (#157409)

Magnoliopsida (#3398)

Antitumor activity of C-21 steroidal glycosides from Cynanchum auriculatum Royle ex Wight.,
Phytomedicine, 2008

Pubmed ID: 18539445

Other Databases

PubChem CID

21633059

Calculated Physicochemical Properties

Heavy Atoms 35

Rings 4

Aromatic Rings

Rotatable Bonds 5

Van der Waals Molecular Volume 494.49

Topological Polar Surface Area 124.29

Hydrogen Bond Donors 4

Hydrogen Bond Acceptors 7

logP 4.42

Molar Refractivity 132.68

Admin

Created at

23rd Jun 2022

Updated at