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(3bR,9bS)-6,9-dihydroxy-7-isopropyl-9b-methyl-3,3b,4,9b,10,11-hexahydrophenanthro[1,2-c]furan-1,5-dione

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 1accc24b-998a-4a62-8f9f-5953fc897d09
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name (9bS)-6,9-dihydroxy-9b-methyl-7-propan-2-yl-3b,4,10,11-tetrahydro-3H-naphtho[2,1-e][2]benzofuran-1,5-dione
SMILES (Canonical) CC(C)C1=CC(=C2C(=C1O)C(=O)CC3C2(CCC4=C3COC4=O)C)O
SMILES (Isomeric) CC(C)C1=CC(=C2C(=C1O)C(=O)CC3[C@@]2(CCC4=C3COC4=O)C)O
InChI InChI=1S/C20H22O5/c1-9(2)11-6-15(22)17-16(18(11)23)14(21)7-13-12-8-25-19(24)10(12)4-5-20(13,17)3/h6,9,13,22-23H,4-5,7-8H2,1-3H3/t13?,20-/m0/s1
InChI Key WEYINIKPYXLZCS-JDOQCHFPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H22O5
Molecular Weight 342.40 g/mol
Exact Mass 342.14672380 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.33
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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CHEBI:132482
3beta,14,19-trihydroxy-abieta-8,11,13-triene
Q27225593
(3bR,9bS)-6,9-dihydroxy-7-isopropyl-9b-methyl-3,3b,4,9b,10,11-hexahydrophenanthro[1,2-c]furan-1,5-dione

2D Structure

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2D Structure of (3bR,9bS)-6,9-dihydroxy-7-isopropyl-9b-methyl-3,3b,4,9b,10,11-hexahydrophenanthro[1,2-c]furan-1,5-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9922 99.22%
Caco-2 + 0.5536 55.36%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8992 89.92%
OATP2B1 inhibitior - 0.8596 85.96%
OATP1B1 inhibitior + 0.9112 91.12%
OATP1B3 inhibitior + 0.9572 95.72%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior - 0.7230 72.30%
P-glycoprotein inhibitior - 0.8783 87.83%
P-glycoprotein substrate - 0.6770 67.70%
CYP3A4 substrate + 0.6246 62.46%
CYP2C9 substrate - 0.7913 79.13%
CYP2D6 substrate - 0.8866 88.66%
CYP3A4 inhibition - 0.6810 68.10%
CYP2C9 inhibition - 0.6144 61.44%
CYP2C19 inhibition - 0.7449 74.49%
CYP2D6 inhibition - 0.8852 88.52%
CYP1A2 inhibition + 0.7807 78.07%
CYP2C8 inhibition - 0.6523 65.23%
CYP inhibitory promiscuity - 0.7079 70.79%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.4639 46.39%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.6397 63.97%
Skin irritation - 0.6074 60.74%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7181 71.81%
Micronuclear - 0.7200 72.00%
Hepatotoxicity + 0.5982 59.82%
skin sensitisation - 0.8280 82.80%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.8437 84.37%
Acute Oral Toxicity (c) III 0.4502 45.02%
Estrogen receptor binding + 0.5395 53.95%
Androgen receptor binding + 0.6784 67.84%
Thyroid receptor binding + 0.5160 51.60%
Glucocorticoid receptor binding + 0.7276 72.76%
Aromatase binding - 0.7349 73.49%
PPAR gamma + 0.6289 62.89%
Honey bee toxicity - 0.7943 79.43%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.7400 74.00%
Fish aquatic toxicity + 1.0000 100.00%

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 99.56% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.75% 94.45%
CHEMBL2581 P07339 Cathepsin D 98.08% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 95.14% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.94% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.80% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.54% 89.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 92.31% 92.88%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.11% 96.38%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.41% 93.40%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.01% 100.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 89.86% 85.11%
CHEMBL2996 Q05655 Protein kinase C delta 89.57% 97.79%
CHEMBL233 P35372 Mu opioid receptor 89.50% 97.93%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.94% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.79% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.53% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.09% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.91% 85.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.87% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.00% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 83.70% 96.77%
CHEMBL1937 Q92769 Histone deacetylase 2 82.37% 94.75%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 82.17% 83.10%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.64% 96.21%
CHEMBL3401 O75469 Pregnane X receptor 81.25% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.85% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.31% 91.19%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 80.18% 98.21%

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 101936047
LOTUS LTS0221571
wikiData Q27225593