LIPID MAPS

Structure Database (LMSD)

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Common Name

Cincholic acid

Systematic Name

3β-hydroxy-olean-12-en-27,28-dioic acid

Synonyms

LM ID

LMPR0106150041

Formula

C₃₀H₄₆O₅

Exact Mass

Calculate m/z

486.334525

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

NGAUATZUWHZXEK-NLCQKWKWSA-N

InChi (Click to copy)

InChI=1S/C30H46O5/c1-25(2)13-14-29(23(32)33)15-16-30(24(34)35)18(19(29)17-25)7-8-21-27(5)11-10-22(31)26(3,4)20(27)9-12-28(21,30)6/h7,19-22,31H,8-17H2,1-6H3,(H,32,33)(H,34,35)/t19-,20-,21+,22-,27-,28+,29-,30+/m0/s1

SMILES (Click to copy)

[C@@]12([C@]3(C(O)=O)CC[C@]4(C(=O)O)[C@@]([H])(CC(C)(C)CC4)C3=CC[C@]1([H])[C@]1(C)[C@]([H])(C(C)(C)[C@@H](O)CC1)CC2)C

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Uncaria tomentosa (#128375)

Magnoliopsida (#3398)

New oleanan-type triterpene and cincholic acid glycosides from Peruvian "Uña de Gato" (Uncaria tomentosa).,
Chem Pharm Bull (Tokyo), 2004

Pubmed ID: 15467250

Other Databases

PubChem CID

11409156

Calculated Physicochemical Properties

Heavy Atoms 35

Rings 5

Aromatic Rings 0

Rotatable Bonds 2

Van der Waals Molecular Volume 501.79

Topological Polar Surface Area 94.83

Hydrogen Bond Donors 3

Hydrogen Bond Acceptors 5

logP 6.58

Molar Refractivity 135.16

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Created at

23rd Jul 2020

Updated at