23-Acetoxyimberbic acid 29-methyl ester

Details

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Internal ID 67c38b91-e2fc-4b85-be60-bf80fc81bfbf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name methyl (2R,4aS,6aS,6aS,6bR,8aR,9R,10S,12S,12aR,14bS)-9-(acetyloxymethyl)-10,12-dihydroxy-2,4a,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2-carboxylate
SMILES (Canonical) CC(=O)OCC1(C2CCC3(C(C2(C(CC1O)O)C)CC=C4C3(CCC5(C4CC(CC5)(C)C(=O)OC)C)C)C)C
SMILES (Isomeric) CC(=O)OC[C@]1([C@@H]2CC[C@@]3([C@@H]([C@]2([C@H](C[C@@H]1O)O)C)CC=C4[C@]3(CC[C@@]5([C@@H]4C[C@](CC5)(C)C(=O)OC)C)C)C)C
InChI InChI=1S/C33H52O6/c1-20(34)39-19-30(4)23-11-12-32(6)24(33(23,7)26(36)17-25(30)35)10-9-21-22-18-29(3,27(37)38-8)14-13-28(22,2)15-16-31(21,32)5/h9,22-26,35-36H,10-19H2,1-8H3/t22-,23+,24+,25+,26+,28-,29-,30+,31-,32-,33+/m1/s1
InChI Key AXZVVRJAQSRTQU-LHURNMPVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H52O6
Molecular Weight 544.80 g/mol
Exact Mass 544.37638937 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 6.20
Atomic LogP (AlogP) 5.84
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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23-Acetoxyimberbic acid 29-methyl ester
BDBM50295303

2D Structure

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2D Structure of 23-Acetoxyimberbic acid 29-methyl ester

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9796 97.96%
Caco-2 - 0.7038 70.38%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8727 87.27%
OATP2B1 inhibitior - 0.7085 70.85%
OATP1B1 inhibitior + 0.8155 81.55%
OATP1B3 inhibitior + 0.7916 79.16%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6521 65.21%
BSEP inhibitior + 0.9102 91.02%
P-glycoprotein inhibitior + 0.6589 65.89%
P-glycoprotein substrate - 0.5816 58.16%
CYP3A4 substrate + 0.7043 70.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8465 84.65%
CYP3A4 inhibition - 0.8471 84.71%
CYP2C9 inhibition - 0.8626 86.26%
CYP2C19 inhibition - 0.9026 90.26%
CYP2D6 inhibition - 0.9487 94.87%
CYP1A2 inhibition - 0.8481 84.81%
CYP2C8 inhibition + 0.6601 66.01%
CYP inhibitory promiscuity - 0.9144 91.44%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7182 71.82%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9331 93.31%
Skin irritation - 0.5212 52.12%
Skin corrosion - 0.9631 96.31%
Ames mutagenesis - 0.6464 64.64%
Human Ether-a-go-go-Related Gene inhibition + 0.6420 64.20%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.7465 74.65%
skin sensitisation - 0.8993 89.93%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.6475 64.75%
Acute Oral Toxicity (c) III 0.5774 57.74%
Estrogen receptor binding + 0.5454 54.54%
Androgen receptor binding + 0.7017 70.17%
Thyroid receptor binding + 0.5587 55.87%
Glucocorticoid receptor binding + 0.7761 77.61%
Aromatase binding + 0.7169 71.69%
PPAR gamma + 0.6325 63.25%
Honey bee toxicity - 0.7787 77.87%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9900 99.00%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.19% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.53% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.75% 94.45%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 93.86% 91.65%
CHEMBL221 P23219 Cyclooxygenase-1 93.29% 90.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.14% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.98% 97.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 92.15% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.76% 96.95%
CHEMBL4040 P28482 MAP kinase ERK2 90.57% 83.82%
CHEMBL2581 P07339 Cathepsin D 89.63% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.56% 96.77%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.63% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 85.06% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.57% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.19% 91.07%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.94% 97.25%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 83.39% 85.30%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.30% 100.00%
CHEMBL5028 O14672 ADAM10 81.73% 97.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.08% 97.28%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Combretum sundaicum

Cross-Links

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PubChem 45267264
LOTUS LTS0138801
wikiData Q104920937