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(1R,3aS,5aR,5bR,7aR,8R,9S,11aR,11bR,13aR,13bR)-9-acetyloxy-3a-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 9a73df56-c31b-49db-ab97-50dc1c830bd1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R,3aS,5aR,5bR,7aR,8R,9S,11aR,11bR,13aR,13bR)-9-acetyloxy-3a-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C(=O)O)OC(=O)C)C)CO
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H]([C@]([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C(=O)O)OC(=O)C)C)CO
InChI InChI=1S/C32H50O5/c1-19(2)21-10-15-32(18-33)17-16-29(5)22(26(21)32)8-9-23-28(4)13-12-25(37-20(3)34)31(7,27(35)36)24(28)11-14-30(23,29)6/h21-26,33H,1,8-18H2,2-7H3,(H,35,36)/t21-,22+,23+,24+,25-,26+,28+,29+,30+,31+,32+/m0/s1
InChI Key IOOOTJXCAVXHMX-VDHVTXALSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H50O5
Molecular Weight 514.70 g/mol
Exact Mass 514.36582469 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 7.60
Atomic LogP (AlogP) 6.63
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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BDBM50019154

2D Structure

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2D Structure of (1R,3aS,5aR,5bR,7aR,8R,9S,11aR,11bR,13aR,13bR)-9-acetyloxy-3a-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-8-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9826 98.26%
Caco-2 - 0.7160 71.60%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8475 84.75%
OATP2B1 inhibitior - 0.5657 56.57%
OATP1B1 inhibitior + 0.8971 89.71%
OATP1B3 inhibitior + 0.8227 82.27%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6037 60.37%
BSEP inhibitior + 0.7424 74.24%
P-glycoprotein inhibitior - 0.5908 59.08%
P-glycoprotein substrate - 0.6875 68.75%
CYP3A4 substrate + 0.6897 68.97%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8819 88.19%
CYP3A4 inhibition - 0.7102 71.02%
CYP2C9 inhibition - 0.8595 85.95%
CYP2C19 inhibition - 0.9209 92.09%
CYP2D6 inhibition - 0.9524 95.24%
CYP1A2 inhibition - 0.8061 80.61%
CYP2C8 inhibition + 0.5754 57.54%
CYP inhibitory promiscuity - 0.8463 84.63%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6693 66.93%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.9055 90.55%
Skin irritation + 0.5776 57.76%
Skin corrosion - 0.9634 96.34%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4412 44.12%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.7762 77.62%
skin sensitisation - 0.9244 92.44%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.5598 55.98%
Acute Oral Toxicity (c) III 0.5815 58.15%
Estrogen receptor binding + 0.6849 68.49%
Androgen receptor binding + 0.7573 75.73%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.7168 71.68%
Aromatase binding + 0.7168 71.68%
PPAR gamma + 0.6284 62.84%
Honey bee toxicity - 0.7464 74.64%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL5658 O14684 Prostaglandin E synthase 900 nM
900 nM
 IC50
IC50
 via Super-PRED
PMID: 19035792

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.35% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 95.46% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.29% 94.45%
CHEMBL233 P35372 Mu opioid receptor 93.12% 97.93%
CHEMBL340 P08684 Cytochrome P450 3A4 91.12% 91.19%
CHEMBL2581 P07339 Cathepsin D 88.00% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.66% 96.61%
CHEMBL204 P00734 Thrombin 87.35% 96.01%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.30% 97.25%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 87.19% 96.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.17% 93.04%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.99% 93.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.58% 86.33%
CHEMBL2534 O15530 3-phosphoinositide dependent protein kinase-1 83.47% 95.36%
CHEMBL5028 O14672 ADAM10 83.22% 97.50%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 83.06% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.86% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.83% 92.62%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.60% 96.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.34% 95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 90644332
NPASS NPC471902
ChEMBL CHEMBL3289107