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[(1R,3aR,5aR,5bR,7aR,8R,11aR,11bR,13aR,13bS)-3a,5a,5b,8,11a-pentamethyl-9-oxo-1-(3-oxoprop-1-en-2-yl)-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-8-yl]methyl 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 ee6627ed-b8f7-4c8e-bf65-0f4d5e99c90e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,3aR,5aR,5bR,7aR,8R,11aR,11bR,13aR,13bS)-3a,5a,5b,8,11a-pentamethyl-9-oxo-1-(3-oxoprop-1-en-2-yl)-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-8-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1(C2CCC3(C(C2(CCC1=O)C)CCC4C3(CCC5(C4C(CC5)C(=C)C=O)C)C)C)C
SMILES (Isomeric) CC(=O)OC[C@]1([C@@H]2CC[C@@]3([C@@H]([C@]2(CCC1=O)C)CC[C@H]4[C@]3(CC[C@@]5([C@@H]4[C@@H](CC5)C(=C)C=O)C)C)C)C
InChI InChI=1S/C32H48O4/c1-20(18-33)22-10-13-28(3)16-17-31(6)23(27(22)28)8-9-25-29(4)14-12-26(35)30(5,19-36-21(2)34)24(29)11-15-32(25,31)7/h18,22-25,27H,1,8-17,19H2,2-7H3/t22-,23+,24+,25+,27+,28+,29-,30-,31+,32+/m0/s1
InChI Key RSWXPVPZBRSTKP-VATBJYKKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H48O4
Molecular Weight 496.70 g/mol
Exact Mass 496.35526001 g/mol
Topological Polar Surface Area (TPSA) 60.40 Ų
XlogP 7.50
Atomic LogP (AlogP) 6.96
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 [(1R,3aR,5aR,5bR,7aR,8R,11aR,11bR,13aR,13bS)-3a,5a,5b,8,11a-pentamethyl-9-oxo-1-(3-oxoprop-1-en-2-yl)-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-8-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9939 99.39%
Caco-2 - 0.6934 69.34%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7793 77.93%
OATP2B1 inhibitior - 0.7126 71.26%
OATP1B1 inhibitior + 0.8804 88.04%
OATP1B3 inhibitior + 0.8957 89.57%
MATE1 inhibitior + 0.6000 60.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9271 92.71%
P-glycoprotein inhibitior + 0.6464 64.64%
P-glycoprotein substrate - 0.6824 68.24%
CYP3A4 substrate + 0.6966 69.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8838 88.38%
CYP3A4 inhibition - 0.7728 77.28%
CYP2C9 inhibition - 0.8425 84.25%
CYP2C19 inhibition - 0.8375 83.75%
CYP2D6 inhibition - 0.9553 95.53%
CYP1A2 inhibition - 0.8160 81.60%
CYP2C8 inhibition + 0.6148 61.48%
CYP inhibitory promiscuity - 0.7848 78.48%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5702 57.02%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9267 92.67%
Skin irritation + 0.5629 56.29%
Skin corrosion - 0.9677 96.77%
Ames mutagenesis - 0.6054 60.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7599 75.99%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8408 84.08%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.5182 51.82%
Acute Oral Toxicity (c) III 0.6988 69.88%
Estrogen receptor binding + 0.7595 75.95%
Androgen receptor binding + 0.7914 79.14%
Thyroid receptor binding + 0.5236 52.36%
Glucocorticoid receptor binding + 0.7763 77.63%
Aromatase binding + 0.7097 70.97%
PPAR gamma + 0.6596 65.96%
Honey bee toxicity - 0.7298 72.98%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
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 96.45% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.19% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.90% 91.11%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.51% 92.94%
CHEMBL3524 P56524 Histone deacetylase 4 91.07% 92.97%
CHEMBL1937 Q92769 Histone deacetylase 2 90.73% 94.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.32% 82.69%
CHEMBL2581 P07339 Cathepsin D 89.96% 98.95%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 89.89% 96.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.18% 96.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.68% 91.24%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.16% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.49% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.32% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.99% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 83.54% 91.19%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.51% 86.33%
CHEMBL5028 O14672 ADAM10 83.22% 97.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.27% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.21% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.65% 93.00%

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.
Skimmia laureola

Cross-Links

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PubChem 21582879
LOTUS LTS0063652
wikiData Q105244934