(2S,4aS,10aS)-2-hydroxy-7-methoxy-1,1,4a-trimethyl-8-propan-2-yl-3,9,10,10a-tetrahydro-2H-phenanthren-4-one

Details

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Internal ID 6db41d56-d4e3-45bd-8cc7-14f4a993ccf9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (2S,4aS,10aS)-2-hydroxy-7-methoxy-1,1,4a-trimethyl-8-propan-2-yl-3,9,10,10a-tetrahydro-2H-phenanthren-4-one
SMILES (Canonical) CC(C)C1=C(C=CC2=C1CCC3C2(C(=O)CC(C3(C)C)O)C)OC
SMILES (Isomeric) CC(C)C1=C(C=CC2=C1CC[C@@H]3[C@@]2(C(=O)C[C@@H](C3(C)C)O)C)OC
InChI InChI=1S/C21H30O3/c1-12(2)19-13-7-10-16-20(3,4)17(22)11-18(23)21(16,5)14(13)8-9-15(19)24-6/h8-9,12,16-17,22H,7,10-11H2,1-6H3/t16-,17-,21+/m0/s1
InChI Key ZUAARWHKJNAGGD-XGHQBKJUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H30O3
Molecular Weight 330.50 g/mol
Exact Mass 330.21949481 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.00
H-Bond Acceptor 3
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 (2S,4aS,10aS)-2-hydroxy-7-methoxy-1,1,4a-trimethyl-8-propan-2-yl-3,9,10,10a-tetrahydro-2H-phenanthren-4-one

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 + 0.8417 84.17%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8528 85.28%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9224 92.24%
OATP1B3 inhibitior + 0.9713 97.13%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.5623 56.23%
P-glycoprotein inhibitior - 0.8157 81.57%
P-glycoprotein substrate - 0.6477 64.77%
CYP3A4 substrate + 0.6399 63.99%
CYP2C9 substrate + 0.5582 55.82%
CYP2D6 substrate + 0.3792 37.92%
CYP3A4 inhibition - 0.8886 88.86%
CYP2C9 inhibition - 0.6868 68.68%
CYP2C19 inhibition + 0.5498 54.98%
CYP2D6 inhibition - 0.9348 93.48%
CYP1A2 inhibition + 0.7176 71.76%
CYP2C8 inhibition - 0.7437 74.37%
CYP inhibitory promiscuity - 0.8862 88.62%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8411 84.11%
Carcinogenicity (trinary) Non-required 0.5729 57.29%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9015 90.15%
Skin irritation - 0.5358 53.58%
Skin corrosion - 0.9431 94.31%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6758 67.58%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5022 50.22%
skin sensitisation - 0.8528 85.28%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5665 56.65%
Acute Oral Toxicity (c) III 0.6388 63.88%
Estrogen receptor binding + 0.5277 52.77%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding + 0.7118 71.18%
Glucocorticoid receptor binding + 0.5621 56.21%
Aromatase binding - 0.5366 53.66%
PPAR gamma + 0.7385 73.85%
Honey bee toxicity - 0.8213 82.13%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5204 52.04%
Fish aquatic toxicity + 0.9374 93.74%

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 96.26% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.00% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.09% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 92.61% 94.75%
CHEMBL2581 P07339 Cathepsin D 91.66% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.00% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.86% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.34% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.72% 90.71%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 86.13% 85.30%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.67% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.29% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.18% 89.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.91% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.72% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.10% 99.23%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.94% 92.62%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.93% 93.99%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.84% 82.69%
CHEMBL2535 P11166 Glucose transporter 81.81% 98.75%
CHEMBL340 P08684 Cytochrome P450 3A4 81.21% 91.19%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.61% 93.03%

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.
Chamaecyparis formosensis

Cross-Links

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PubChem 15475307
LOTUS LTS0238850
wikiData Q105383427