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[(1R,3aR,5aR,5bR,7aR,8R,9S,11aR,11bR,13aR,13bS)-9-acetyloxy-3a,5a,5b,8,11a-pentamethyl-1-(3-oxoprop-1-en-2-yl)-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[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 3f854a4b-5f02-4d55-90aa-8c2fb0fb1995
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [(1R,3aR,5aR,5bR,7aR,8R,9S,11aR,11bR,13aR,13bS)-9-acetyloxy-3a,5a,5b,8,11a-pentamethyl-1-(3-oxoprop-1-en-2-yl)-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-8-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1(C2CCC3(C(C2(CCC1OC(=O)C)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(CC[C@@H]1OC(=O)C)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/C34H52O5/c1-21(19-35)24-11-14-30(4)17-18-33(7)25(29(24)30)9-10-27-31(5)15-13-28(39-23(3)37)32(6,20-38-22(2)36)26(31)12-16-34(27,33)8/h19,24-29H,1,9-18,20H2,2-8H3/t24-,25+,26+,27+,28-,29+,30+,31-,32-,33+,34+/m0/s1
InChI Key YRXMJZHBWIPRHC-UQLPHTRSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H52O5
Molecular Weight 540.80 g/mol
Exact Mass 540.38147475 g/mol
Topological Polar Surface Area (TPSA) 69.70 Ų
XlogP 8.40
Atomic LogP (AlogP) 7.32
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 5

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,9S,11aR,11bR,13aR,13bS)-9-acetyloxy-3a,5a,5b,8,11a-pentamethyl-1-(3-oxoprop-1-en-2-yl)-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[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 - 0.7584 75.84%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7793 77.93%
OATP2B1 inhibitior - 0.7101 71.01%
OATP1B1 inhibitior + 0.8642 86.42%
OATP1B3 inhibitior + 0.8957 89.57%
MATE1 inhibitior - 0.5800 58.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.7922 79.22%
P-glycoprotein inhibitior + 0.7280 72.80%
P-glycoprotein substrate - 0.7019 70.19%
CYP3A4 substrate + 0.7225 72.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8847 88.47%
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 + 0.6568 65.68%
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 - 0.9061 90.61%
Skin irritation + 0.5629 56.29%
Skin corrosion - 0.9677 96.77%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7476 74.76%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.8408 84.08%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.6467 64.67%
Acute Oral Toxicity (c) III 0.6988 69.88%
Estrogen receptor binding + 0.7194 71.94%
Androgen receptor binding + 0.7736 77.36%
Thyroid receptor binding - 0.5255 52.55%
Glucocorticoid receptor binding + 0.6770 67.70%
Aromatase binding + 0.7010 70.10%
PPAR gamma + 0.6711 67.11%
Honey bee toxicity - 0.6771 67.71%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5100 51.00%
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 96.87% 94.45%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 94.60% 96.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.73% 96.09%
CHEMBL233 P35372 Mu opioid receptor 91.90% 97.93%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 90.50% 91.65%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.50% 82.69%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.32% 92.94%
CHEMBL204 P00734 Thrombin 87.94% 96.01%
CHEMBL340 P08684 Cytochrome P450 3A4 87.60% 91.19%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.07% 91.24%
CHEMBL5028 O14672 ADAM10 85.44% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.13% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.45% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.47% 100.00%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 83.32% 85.83%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.66% 94.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.30% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.87% 100.00%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.05% 92.86%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.96% 95.50%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.78% 89.05%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.77% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.40% 95.89%

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 21582892
LOTUS LTS0103312
wikiData Q105353218