(1S,3S,4S,4aS,6S,8S,8aS,10aS)-1-bromo-8a-(bromomethyl)-4,10a-dimethyl-8-propan-2-yl-2,3,4a,6,7,8,9,10-octahydro-1H-phenanthrene-3,4,6-triol

Details

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Internal ID 86472ef3-7722-4cec-a46d-041b652ac52e
Taxonomy Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
IUPAC Name (1S,3S,4S,4aS,6S,8S,8aS,10aS)-1-bromo-8a-(bromomethyl)-4,10a-dimethyl-8-propan-2-yl-2,3,4a,6,7,8,9,10-octahydro-1H-phenanthrene-3,4,6-triol
SMILES (Canonical) CC(C)C1CC(C=C2C1(CCC3(C2C(C(CC3Br)O)(C)O)C)CBr)O
SMILES (Isomeric) CC(C)[C@@H]1C[C@@H](C=C2[C@@]1(CC[C@]3([C@H]2[C@]([C@H](C[C@@H]3Br)O)(C)O)C)CBr)O
InChI InChI=1S/C20H32Br2O3/c1-11(2)13-7-12(23)8-14-17-18(3,5-6-20(13,14)10-21)15(22)9-16(24)19(17,4)25/h8,11-13,15-17,23-25H,5-7,9-10H2,1-4H3/t12-,13-,15-,16-,17-,18+,19+,20-/m0/s1
InChI Key GYAWJQDSSUBDTF-OQXMJJEBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H32Br2O3
Molecular Weight 480.30 g/mol
Exact Mass 480.06977 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 3.40
Atomic LogP (AlogP) 4.03
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3S,4S,4aS,6S,8S,8aS,10aS)-1-bromo-8a-(bromomethyl)-4,10a-dimethyl-8-propan-2-yl-2,3,4a,6,7,8,9,10-octahydro-1H-phenanthrene-3,4,6-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9925 99.25%
Caco-2 - 0.5694 56.94%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7857 78.57%
OATP2B1 inhibitior - 0.8564 85.64%
OATP1B1 inhibitior + 0.8788 87.88%
OATP1B3 inhibitior + 0.9645 96.45%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.7494 74.94%
P-glycoprotein inhibitior - 0.8891 88.91%
P-glycoprotein substrate - 0.5976 59.76%
CYP3A4 substrate + 0.6304 63.04%
CYP2C9 substrate - 0.5886 58.86%
CYP2D6 substrate - 0.7650 76.50%
CYP3A4 inhibition - 0.7798 77.98%
CYP2C9 inhibition - 0.7831 78.31%
CYP2C19 inhibition - 0.8069 80.69%
CYP2D6 inhibition - 0.9015 90.15%
CYP1A2 inhibition - 0.8917 89.17%
CYP2C8 inhibition - 0.8627 86.27%
CYP inhibitory promiscuity - 0.8076 80.76%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9221 92.21%
Carcinogenicity (trinary) Non-required 0.6301 63.01%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9518 95.18%
Skin irritation - 0.5891 58.91%
Skin corrosion - 0.9386 93.86%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5778 57.78%
Micronuclear - 0.8800 88.00%
Hepatotoxicity + 0.6598 65.98%
skin sensitisation - 0.7019 70.19%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.9070 90.70%
Acute Oral Toxicity (c) III 0.6568 65.68%
Estrogen receptor binding + 0.6064 60.64%
Androgen receptor binding + 0.6549 65.49%
Thyroid receptor binding + 0.7020 70.20%
Glucocorticoid receptor binding - 0.4779 47.79%
Aromatase binding - 0.5081 50.81%
PPAR gamma - 0.6270 62.70%
Honey bee toxicity - 0.7841 78.41%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9962 99.62%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.73% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.12% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.28% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 91.75% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.73% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.11% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.66% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.22% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 85.07% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.61% 95.56%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.21% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.51% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.49% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.78% 90.71%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.01% 96.90%

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.
Aster tataricus

Cross-Links

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PubChem 14565459
LOTUS LTS0019091
wikiData Q104985352