2-(9-Acetyloxy-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-1-yl)prop-2-enyl acetate

Details

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Internal ID c7fb3673-7e6c-41d7-9357-1d7fa30acb52
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 2-(9-acetyloxy-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-1-yl)prop-2-enyl acetate
SMILES (Canonical) CC(=O)OCC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C)C)C
SMILES (Isomeric) CC(=O)OCC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC(=O)C)C)C
InChI InChI=1S/C34H54O4/c1-21(20-37-22(2)35)24-12-15-31(6)18-19-33(8)25(29(24)31)10-11-27-32(7)16-14-28(38-23(3)36)30(4,5)26(32)13-17-34(27,33)9/h24-29H,1,10-20H2,2-9H3
InChI Key XNCFQJWDURPXRG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H54O4
Molecular Weight 526.80 g/mol
Exact Mass 526.40221020 g/mol
Topological Polar Surface Area (TPSA) 52.60 Ų
XlogP 9.80
Atomic LogP (AlogP) 8.14
H-Bond Acceptor 4
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(9-Acetyloxy-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-1-yl)prop-2-enyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9943 99.43%
Caco-2 - 0.7268 72.68%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8496 84.96%
OATP2B1 inhibitior - 0.7049 70.49%
OATP1B1 inhibitior + 0.8661 86.61%
OATP1B3 inhibitior - 0.2398 23.98%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.7815 78.15%
P-glycoprotein inhibitior + 0.6855 68.55%
P-glycoprotein substrate - 0.7674 76.74%
CYP3A4 substrate + 0.7140 71.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.7398 73.98%
CYP2C9 inhibition - 0.7959 79.59%
CYP2C19 inhibition - 0.8035 80.35%
CYP2D6 inhibition - 0.9378 93.78%
CYP1A2 inhibition - 0.9015 90.15%
CYP2C8 inhibition + 0.6175 61.75%
CYP inhibitory promiscuity - 0.7235 72.35%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5980 59.80%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.8800 88.00%
Skin irritation - 0.5227 52.27%
Skin corrosion - 0.9734 97.34%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3622 36.22%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.7088 70.88%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.5967 59.67%
Acute Oral Toxicity (c) III 0.8288 82.88%
Estrogen receptor binding + 0.6418 64.18%
Androgen receptor binding + 0.7753 77.53%
Thyroid receptor binding + 0.5228 52.28%
Glucocorticoid receptor binding + 0.7186 71.86%
Aromatase binding + 0.7484 74.84%
PPAR gamma + 0.6461 64.61%
Honey bee toxicity - 0.6142 61.42%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 1.0000 100.00%

Targets

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Proven Targets:

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

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.88% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.75% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.96% 82.69%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.15% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.79% 96.38%
CHEMBL340 P08684 Cytochrome P450 3A4 88.19% 91.19%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.23% 91.24%
CHEMBL2581 P07339 Cathepsin D 85.29% 98.95%
CHEMBL204 P00734 Thrombin 84.98% 96.01%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.96% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.70% 96.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.39% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.98% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 82.83% 83.82%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.72% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.83% 94.75%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.47% 93.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.30% 94.33%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.98% 89.05%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.35% 93.03%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 80.11% 98.99%

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.
Trichosanthes cucumeroides

Cross-Links

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PubChem 162991821
LOTUS LTS0029141
wikiData Q105331561