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MMP-AC0056 : Oleanolic Acid
COMPOUND INFO
IN-VITRO ACTIVITY (6)
TARGET PROTEIN (6)
2D - STRUCTURE
3D - STRUCTURE
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Compound Name :
Oleanolic Acid
Compound Class :
Terpenoids
Synonyms :
OLEANOLIC ACID; Oleanic acid; 508-02-1; Caryophyllin; Astrantiagenin C;
Compound Extracted from :
Oleanolic Acid
is extracted / reported from
38
Plant(s) of Melghat Flora as below
MC015: Combretum ovalifolium Roxb.
;
MH023: Corchorus fascicularis Lam.
;
MH024: Corchorus olitorius L.
;
MH071: Cassia mimosoides DC.
;
MH084: Glinus lotoides L.
;
MH085: Glinus oppositifolius (L.) Aug.DC.
;
MH086: Mollugo pentaphylla L.
;
MH097: Oldenlandia corymbosa L.
;
MH137: Tridax procumbens (L.) L.
;
MH221: Leucas aspera (Willd.) Link
;
MH223: Leucas cephalotes (Roth) Spreng.
;
MH235: Achyranthes aspera L.
;
MH239: Amaranthus spinosus L.
;
MH248: Polygonum plebeium R. Br.
;
MH285: Rubia cordifolia L.
;
MH286: Salvia plebeia R.Br.
;
MH422: Chenopodium album L.
;
MS053: Woodfordia fruticosa (L.) Kurz
;
MS054: Ludwigia octovalvis (Jacq.) P.H. Raven
;
MS081: Clerodendrum serratum (L.) Moon
;
MS091: Dendrophthoe falcata (L.f.) Ettingsh.
;
MS092: Viscum articulatum Burm. f.
;
MS100: Ichnocarpus ovatifolius A. DC.
;
MT020: Ziziphus mauritiana Lam.
;
MT021: Ziziphus xylopyrus (Retz.) Willd.
;
MT022: Ziziphus rugosa Lam.
;
MT028: Spondias pinnata (L. f.) Kurz
;
MT030: Dalbergia latifolia Roxb.
;
MT045: Albizia procera (Roxb.) Benth.
;
MT051: Syzygium cumini (L.) Skeels
;
MT057: Gardenia latifolia Aiton
;
MT058: Gardenia turgida Roxb.
;
MT061: Xeromphis uliginosa (Retz.) Maheshw
;
MT063: Diospyros melanoxylon Roxb.
;
MT072: Radermachera xylocarpa (Roxb.) Roxb. ex K.Schum.
;
MT078: Emblica officinalis Gaertn.
;
MT087: Ficus hispida L. f.
;
MT099: Sapindus laurifolius Vahl
;
Molecular Formula :
C30H48O3
Molecular Weight :
456.7
InChi Key :
MIJYXULNPSFWEK-GTOFXWBISA-N
IUPAC :
(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
InChi :
InChI=1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,27-,28+,29+,30-/m0/s1
Hydrogen Bond Donor count :
2
Hydrogen Bond Acceptor count :
3
Rotational Bond count :
1
TPSA :
57.5
LogP Value :
7.5
Lipinski Rule of Five :
No
Ghose Filter :
No
Veber Filter :
Yes
Muegge Filter :
No
PubChem CID :
10494
Drugbank ID :
-
Super Natural :
000508021
CTD :
D009828
HIT :
C0577
NCI-60 GI50 data :
-
Reference(s) :
https://www.ncbi.nlm.nih.gov/pubmed/25111957
Compound_ID
Cell Lines
Cancer Type
IC50 Value
EC50 Value
ED50 Value
GI50 Value
References
MMP-AC0056
MCF-7
Breast
-
-
-
263±25 µM
16448187
MMP-AC0056
LOX-IMVI
Colon
-
-
>20 µM
-
14735446
MMP-AC0056
K-562
Haematopoietic and Lymphoid tissue
-
-
>20 µM
-
14735446
MMP-AC0056
A549
Lung
-
-
>20 µM
-
14735446
MMP-AC0056
PC-3
Prostate
-
-
1.5±2.1 µM
-
14735446
MMP-AC0056
B16(F10)
Skin
-
-
>20 µM
-
14735446
Compound_ID
Target
Gene_Name
Gene_ID
Cancer
Cell_lines
IC50 Value
EC50 Value
ED50 Value
GI50 Value
Remarks
References
MMP-AC0056
CASP3
caspase 3, apoptosis-related cysteine peptidase
836
Hepatocellular carcinoma
HA22T
-
-
-
-
Oleanolic acid treatments concentration-dependently elevated caspase-3 activities.
20005942
MMP-AC0056
CASP3
caspase 3, apoptosis-related cysteine peptidase
836
Hepatoma
Hep-3B
-
-
-
-
Oleanolic acid treatments concentration-dependently elevated caspase-3 activities.
20005942
MMP-AC0056
CASP8
caspase 8, apoptosis-related cysteine peptidase
841
Hepatocellular carcinoma
HA22T
-
-
-
-
Oleanolic acid treatments concentration-dependently elevated caspase-8 activities.
20005942
MMP-AC0056
CASP8
caspase 8, apoptosis-related cysteine peptidase
841
Hepatoma
Hep-3B
-
-
-
-
Oleanolic acid treatments concentration-dependently elevated caspase-8 activities.
20005942
MMP-AC0056
ICAM1
intercellular adhesion molecule 1
3383
Hepatocellular carcinoma
HA22T
-
-
-
-
Compound concentration-dependently inhibited cell adhesion and decreased ICAM-1 level.
20005942
MMP-AC0056
ICAM1
intercellular adhesion molecule 1
3383
Hepatoma
Hep-3B
-
-
-
-
Compound concentration-dependently inhibited cell adhesion and decreased ICAM-1 level.
20005942
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