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

Details

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Internal ID 77ebd02e-3b19-4d68-a0fe-6ca7a809154e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 20-oxosteroids
IUPAC Name 1-[(1R,3S,3aS,5aR,5bR,7aS,11aS,11bR,13aS,13bS)-1-hydroxy-5a,5b,8,8,11a,13b-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-hexadecahydrocyclopenta[a]chrysen-3-yl]ethanone
SMILES (Canonical) CC(=O)C1CC(C2(C1CCC3(C2CCC4C3(CCC5C4(CCCC5(C)C)C)C)C)C)O
SMILES (Isomeric) CC(=O)[C@H]1C[C@H]([C@]2([C@H]1CC[C@@]3([C@@H]2CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CCCC5(C)C)C)C)C)C)O
InChI InChI=1S/C29H48O2/c1-18(30)19-17-24(31)29(7)20(19)11-15-28(6)23(29)10-9-22-26(4)14-8-13-25(2,3)21(26)12-16-27(22,28)5/h19-24,31H,8-17H2,1-7H3/t19-,20+,21+,22-,23+,24-,26+,27-,28-,29+/m1/s1
InChI Key LAGXKUQTQBUCQF-WZNNDWDRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H48O2
Molecular Weight 428.70 g/mol
Exact Mass 428.365430770 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 8.20
Atomic LogP (AlogP) 7.04
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.6023 60.23%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6557 65.57%
OATP2B1 inhibitior - 0.7125 71.25%
OATP1B1 inhibitior + 0.8525 85.25%
OATP1B3 inhibitior + 0.9743 97.43%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.7250 72.50%
BSEP inhibitior + 0.8406 84.06%
P-glycoprotein inhibitior - 0.6796 67.96%
P-glycoprotein substrate - 0.8309 83.09%
CYP3A4 substrate + 0.6936 69.36%
CYP2C9 substrate - 0.8408 84.08%
CYP2D6 substrate - 0.7400 74.00%
CYP3A4 inhibition - 0.9238 92.38%
CYP2C9 inhibition - 0.8090 80.90%
CYP2C19 inhibition - 0.8808 88.08%
CYP2D6 inhibition - 0.9698 96.98%
CYP1A2 inhibition - 0.7077 70.77%
CYP2C8 inhibition - 0.5582 55.82%
CYP inhibitory promiscuity - 0.9507 95.07%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6307 63.07%
Eye corrosion - 0.9851 98.51%
Eye irritation - 0.9063 90.63%
Skin irritation + 0.7606 76.06%
Skin corrosion - 0.9296 92.96%
Ames mutagenesis - 0.7864 78.64%
Human Ether-a-go-go-Related Gene inhibition - 0.6162 61.62%
Micronuclear - 1.0000 100.00%
Hepatotoxicity - 0.7459 74.59%
skin sensitisation + 0.4856 48.56%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.6594 65.94%
Acute Oral Toxicity (c) III 0.7626 76.26%
Estrogen receptor binding + 0.7914 79.14%
Androgen receptor binding + 0.7184 71.84%
Thyroid receptor binding + 0.5863 58.63%
Glucocorticoid receptor binding + 0.8106 81.06%
Aromatase binding + 0.6909 69.09%
PPAR gamma + 0.6225 62.25%
Honey bee toxicity - 0.6945 69.45%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9507 95.07%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.68% 97.25%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 95.16% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.66% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.74% 82.69%
CHEMBL218 P21554 Cannabinoid CB1 receptor 88.79% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.73% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.82% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 85.52% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.73% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.73% 97.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.06% 93.04%
CHEMBL2581 P07339 Cathepsin D 82.85% 98.95%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.74% 92.94%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.23% 93.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.49% 95.50%
CHEMBL4370 P16662 UDP-glucuronosyltransferase 2B7 80.24% 100.00%

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.
Adiantum caudatum
Adiantum edgeworthii

Cross-Links

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PubChem 163185393
LOTUS LTS0214896
wikiData Q105148642