(1R,4R,4aS,10aR)-1,4,8-trihydroxy-7-methoxy-1,4a-dimethyl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one

Details

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Internal ID ce3bcfed-182e-4918-89be-8088c2910a87
Taxonomy Benzenoids > Phenanthrenes and derivatives > Hydrophenanthrenes
IUPAC Name (1R,4R,4aS,10aR)-1,4,8-trihydroxy-7-methoxy-1,4a-dimethyl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one
SMILES (Canonical) CC1(CCC(C2(C1CC(=O)C3=C2C=CC(=C3O)OC)C)O)O
SMILES (Isomeric) C[C@]1(CC[C@H]([C@]2([C@H]1CC(=O)C3=C2C=CC(=C3O)OC)C)O)O
InChI InChI=1S/C17H22O5/c1-16(21)7-6-13(19)17(2)9-4-5-11(22-3)15(20)14(9)10(18)8-12(16)17/h4-5,12-13,19-21H,6-8H2,1-3H3/t12-,13+,16+,17+/m0/s1
InChI Key YDUPBZISXGHOGG-NSNWQYSKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H22O5
Molecular Weight 306.40 g/mol
Exact Mass 306.14672380 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.77
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,4R,4aS,10aR)-1,4,8-trihydroxy-7-methoxy-1,4a-dimethyl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9949 99.49%
Caco-2 + 0.7719 77.19%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8170 81.70%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.8952 89.52%
OATP1B3 inhibitior + 0.8604 86.04%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9071 90.71%
BSEP inhibitior - 0.5915 59.15%
P-glycoprotein inhibitior - 0.9311 93.11%
P-glycoprotein substrate - 0.7345 73.45%
CYP3A4 substrate + 0.6730 67.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8101 81.01%
CYP3A4 inhibition - 0.7033 70.33%
CYP2C9 inhibition - 0.8368 83.68%
CYP2C19 inhibition - 0.7469 74.69%
CYP2D6 inhibition - 0.9475 94.75%
CYP1A2 inhibition + 0.9294 92.94%
CYP2C8 inhibition - 0.6081 60.81%
CYP inhibitory promiscuity - 0.9534 95.34%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8600 86.00%
Carcinogenicity (trinary) Non-required 0.6106 61.06%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.8295 82.95%
Skin irritation - 0.5331 53.31%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.7570 75.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5545 55.45%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.5480 54.80%
skin sensitisation - 0.8904 89.04%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.5867 58.67%
Acute Oral Toxicity (c) III 0.5113 51.13%
Estrogen receptor binding + 0.5937 59.37%
Androgen receptor binding + 0.5197 51.97%
Thyroid receptor binding + 0.6454 64.54%
Glucocorticoid receptor binding + 0.7210 72.10%
Aromatase binding - 0.5503 55.03%
PPAR gamma + 0.7675 76.75%
Honey bee toxicity - 0.7885 78.85%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5849 58.49%
Fish aquatic toxicity + 0.9830 98.30%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.27% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.33% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.12% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.04% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.40% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.12% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.97% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.94% 100.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.58% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 85.77% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.12% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.05% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.81% 94.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.50% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.40% 99.23%

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.
Taiwania cryptomerioides

Cross-Links

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PubChem 102478858
LOTUS LTS0073360
wikiData Q105347043