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[(3R,3aS,5aR,5bR,6R,7S,7aR,9S,11aR,11bR,12S,13aR,13bS)-7-acetyloxy-9,12-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-prop-1-en-2-yl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-6-yl] benzoate

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 975ae89d-d747-4931-82c4-f7e90d264036
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
IUPAC Name [(3R,3aS,5aR,5bR,6R,7S,7aR,9S,11aR,11bR,12S,13aR,13bS)-7-acetyloxy-9,12-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-prop-1-en-2-yl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-6-yl] benzoate
SMILES (Canonical) CC(=C)C1CCC2(C1CCC3(C2CC(C4C3(C(C(C5C4(CCC(C5=C)O)C)OC(=O)C)OC(=O)C6=CC=CC=C6)C)O)C)C
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1CC[C@@]3([C@@H]2C[C@@H]([C@H]4[C@]3([C@H]([C@H]([C@@H]5[C@@]4(CC[C@@H](C5=C)O)C)OC(=O)C)OC(=O)C6=CC=CC=C6)C)O)C)C
InChI InChI=1S/C38H52O6/c1-21(2)25-14-17-35(5)26(25)15-19-37(7)29(35)20-28(41)32-36(6)18-16-27(40)22(3)30(36)31(43-23(4)39)33(38(32,37)8)44-34(42)24-12-10-9-11-13-24/h9-13,25-33,40-41H,1,3,14-20H2,2,4-8H3/t25-,26-,27-,28-,29+,30+,31-,32+,33-,35-,36-,37+,38-/m0/s1
InChI Key OLEFRONCXJFOJF-XMVXZBOGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H52O6
Molecular Weight 604.80 g/mol
Exact Mass 604.37638937 g/mol
Topological Polar Surface Area (TPSA) 93.10 Ų
XlogP 7.90
Atomic LogP (AlogP) 6.90
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,3aS,5aR,5bR,6R,7S,7aR,9S,11aR,11bR,12S,13aR,13bS)-7-acetyloxy-9,12-dihydroxy-5a,5b,11a,13b-tetramethyl-8-methylidene-3-prop-1-en-2-yl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-6-yl] benzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9898 98.98%
Caco-2 - 0.8071 80.71%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8107 81.07%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7891 78.91%
OATP1B3 inhibitior - 0.3975 39.75%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7124 71.24%
BSEP inhibitior + 0.8419 84.19%
P-glycoprotein inhibitior + 0.7091 70.91%
P-glycoprotein substrate - 0.5386 53.86%
CYP3A4 substrate + 0.7237 72.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8532 85.32%
CYP3A4 inhibition - 0.6409 64.09%
CYP2C9 inhibition - 0.8359 83.59%
CYP2C19 inhibition - 0.7899 78.99%
CYP2D6 inhibition - 0.9284 92.84%
CYP1A2 inhibition - 0.6926 69.26%
CYP2C8 inhibition + 0.7869 78.69%
CYP inhibitory promiscuity - 0.9117 91.17%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6350 63.50%
Eye corrosion - 0.9954 99.54%
Eye irritation - 0.9187 91.87%
Skin irritation + 0.6477 64.77%
Skin corrosion - 0.9498 94.98%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7064 70.64%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.7980 79.80%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.4499 44.99%
Acute Oral Toxicity (c) III 0.4195 41.95%
Estrogen receptor binding + 0.7482 74.82%
Androgen receptor binding + 0.7511 75.11%
Thyroid receptor binding + 0.5246 52.46%
Glucocorticoid receptor binding + 0.6448 64.48%
Aromatase binding + 0.6862 68.62%
PPAR gamma + 0.6938 69.38%
Honey bee toxicity - 0.7808 78.08%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6000 60.00%
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
CHEMBL221 P23219 Cyclooxygenase-1 97.87% 90.17%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.43% 82.69%
CHEMBL2581 P07339 Cathepsin D 95.86% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.92% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.10% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.51% 91.11%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.91% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.51% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 87.66% 91.49%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.87% 95.50%
CHEMBL5028 O14672 ADAM10 86.71% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.66% 94.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.85% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.23% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 85.12% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.60% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.13% 97.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.04% 96.61%
CHEMBL4208 P20618 Proteasome component C5 82.84% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.49% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.45% 100.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.22% 83.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.00% 95.89%
CHEMBL3524 P56524 Histone deacetylase 4 81.84% 92.97%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 81.40% 92.67%

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.
Eurycorymbus cavaleriei

Cross-Links

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PubChem 50900208
LOTUS LTS0065572
wikiData Q105193928