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1-[(3S,3aS,5aS,6S,8S,9S,9aS,9bR)-6-bromo-8-hydroxy-3a,5a-dimethyl-3-propan-2-yl-2,3,4,5,6,7,8,9,9a,9b-decahydro-1H-cyclopenta[a]naphthalen-9-yl]ethanone

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 1b1b0596-3611-4d42-96d6-28c3513a738d
Taxonomy Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
IUPAC Name 1-[(3S,3aS,5aS,6S,8S,9S,9aS,9bR)-6-bromo-8-hydroxy-3a,5a-dimethyl-3-propan-2-yl-2,3,4,5,6,7,8,9,9a,9b-decahydro-1H-cyclopenta[a]naphthalen-9-yl]ethanone
SMILES (Canonical) CC(C)C1CCC2C1(CCC3(C2C(C(CC3Br)O)C(=O)C)C)C
SMILES (Isomeric) CC(C)[C@@H]1CC[C@H]2[C@]1(CC[C@]3([C@@H]2[C@@H]([C@H](C[C@@H]3Br)O)C(=O)C)C)C
InChI InChI=1S/C20H33BrO2/c1-11(2)13-6-7-14-18-17(12(3)22)15(23)10-16(21)20(18,5)9-8-19(13,14)4/h11,13-18,23H,6-10H2,1-5H3/t13-,14+,15-,16-,17+,18-,19-,20+/m0/s1
InChI Key QWBOKBWTXUULSX-SMFWUXHRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H33BrO2
Molecular Weight 385.40 g/mol
Exact Mass 384.16639 g/mol
Topological Polar Surface Area (TPSA) 37.30 Ų
XlogP 5.70
Atomic LogP (AlogP) 4.82
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(3S,3aS,5aS,6S,8S,9S,9aS,9bR)-6-bromo-8-hydroxy-3a,5a-dimethyl-3-propan-2-yl-2,3,4,5,6,7,8,9,9a,9b-decahydro-1H-cyclopenta[a]naphthalen-9-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 + 0.5946 59.46%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.5089 50.89%
OATP2B1 inhibitior - 0.8582 85.82%
OATP1B1 inhibitior + 0.8887 88.87%
OATP1B3 inhibitior + 0.9614 96.14%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior - 0.7481 74.81%
P-glycoprotein inhibitior - 0.6980 69.80%
P-glycoprotein substrate - 0.7678 76.78%
CYP3A4 substrate + 0.6784 67.84%
CYP2C9 substrate - 0.8312 83.12%
CYP2D6 substrate - 0.7526 75.26%
CYP3A4 inhibition - 0.9558 95.58%
CYP2C9 inhibition - 0.6745 67.45%
CYP2C19 inhibition - 0.8867 88.67%
CYP2D6 inhibition - 0.9515 95.15%
CYP1A2 inhibition - 0.7999 79.99%
CYP2C8 inhibition - 0.9361 93.61%
CYP inhibitory promiscuity - 0.9465 94.65%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8472 84.72%
Carcinogenicity (trinary) Non-required 0.5167 51.67%
Eye corrosion - 0.9788 97.88%
Eye irritation - 0.9381 93.81%
Skin irritation + 0.5256 52.56%
Skin corrosion - 0.9253 92.53%
Ames mutagenesis - 0.5444 54.44%
Human Ether-a-go-go-Related Gene inhibition - 0.6433 64.33%
Micronuclear - 0.9300 93.00%
Hepatotoxicity + 0.6247 62.47%
skin sensitisation - 0.5965 59.65%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.5545 55.45%
Estrogen receptor binding + 0.8081 80.81%
Androgen receptor binding + 0.6352 63.52%
Thyroid receptor binding + 0.7251 72.51%
Glucocorticoid receptor binding + 0.6006 60.06%
Aromatase binding - 0.6287 62.87%
PPAR gamma - 0.6910 69.10%
Honey bee toxicity - 0.6046 60.46%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9816 98.16%

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
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 98.88% 96.38%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.57% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.55% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.89% 82.69%
CHEMBL218 P21554 Cannabinoid CB1 receptor 91.64% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.09% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 88.96% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.87% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.64% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.75% 95.89%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 86.62% 95.71%
CHEMBL2581 P07339 Cathepsin D 86.14% 98.95%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.66% 93.04%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.14% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.55% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.42% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.33% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.08% 96.77%
CHEMBL1871 P10275 Androgen Receptor 82.08% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.04% 97.09%
CHEMBL5255 O00206 Toll-like receptor 4 81.71% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.28% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.55% 96.47%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.53% 98.75%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 80.38% 99.17%
CHEMBL259 P32245 Melanocortin receptor 4 80.28% 95.38%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 46232271
LOTUS LTS0203177
wikiData Q105229070