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[(1R,3aR,5aR,5bR,7aS,9R,11R,11aR,11bS,13aR,13bR)-9-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-11-yl] acetate

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 cdd97282-d12e-4a82-a5a3-9d27f8e3e9cf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,3aR,5aR,5bR,7aS,9R,11R,11aR,11bS,13aR,13bR)-9-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-11-yl] acetate
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C(C3(CC2)C)(CCC5C4(C(CC(C5(C)C)O)OC(=O)C)C)C)C
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@H]4[C@]([C@@]3(CC2)C)(CC[C@@H]5[C@@]4([C@@H](C[C@H](C5(C)C)O)OC(=O)C)C)C)C
InChI InChI=1S/C32H52O3/c1-19(2)21-12-14-29(6)16-17-30(7)22(27(21)29)10-11-24-31(30,8)15-13-23-28(4,5)25(34)18-26(32(23,24)9)35-20(3)33/h21-27,34H,1,10-18H2,2-9H3/t21-,22+,23-,24-,25+,26+,27+,29+,30+,31+,32-/m0/s1
InChI Key DVPJWLZOUQMMLR-BXBNOFQZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H52O3
Molecular Weight 484.80 g/mol
Exact Mass 484.39164552 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 9.50
Atomic LogP (AlogP) 7.57
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3aR,5aR,5bR,7aS,9R,11R,11aR,11bS,13aR,13bR)-9-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-11-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9954 99.54%
Caco-2 - 0.6312 63.12%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7089 70.89%
OATP2B1 inhibitior - 0.7121 71.21%
OATP1B1 inhibitior + 0.9027 90.27%
OATP1B3 inhibitior - 0.2840 28.40%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.8935 89.35%
P-glycoprotein inhibitior - 0.5988 59.88%
P-glycoprotein substrate - 0.7549 75.49%
CYP3A4 substrate + 0.7028 70.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8465 84.65%
CYP3A4 inhibition - 0.8015 80.15%
CYP2C9 inhibition - 0.7510 75.10%
CYP2C19 inhibition - 0.6224 62.24%
CYP2D6 inhibition - 0.9581 95.81%
CYP1A2 inhibition - 0.7235 72.35%
CYP2C8 inhibition + 0.6542 65.42%
CYP inhibitory promiscuity - 0.8929 89.29%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5215 52.15%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.8932 89.32%
Skin irritation + 0.6979 69.79%
Skin corrosion - 0.9538 95.38%
Ames mutagenesis - 0.6637 66.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4149 41.49%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.7931 79.31%
skin sensitisation - 0.5999 59.99%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.5182 51.82%
Acute Oral Toxicity (c) I 0.6559 65.59%
Estrogen receptor binding + 0.7456 74.56%
Androgen receptor binding + 0.7356 73.56%
Thyroid receptor binding + 0.5917 59.17%
Glucocorticoid receptor binding + 0.7727 77.27%
Aromatase binding + 0.7560 75.60%
PPAR gamma + 0.6632 66.32%
Honey bee toxicity - 0.4925 49.25%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9973 99.73%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.30% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.91% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 94.90% 92.94%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.50% 96.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.28% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.20% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 91.14% 91.19%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.19% 96.38%
CHEMBL2581 P07339 Cathepsin D 87.16% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.13% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.13% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.90% 100.00%
CHEMBL259 P32245 Melanocortin receptor 4 84.39% 95.38%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 84.24% 98.99%
CHEMBL3983 P33981 Dual specificity protein kinase TTK 83.79% 98.99%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.23% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.15% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.07% 93.04%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.61% 100.00%
CHEMBL233 P35372 Mu opioid receptor 82.02% 97.93%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.36% 94.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.23% 92.62%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.87% 82.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.27% 86.33%

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.
Phyllanthus puberus

Cross-Links

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PubChem 163050862
LOTUS LTS0247686
wikiData Q104990273