methyl (11bS)-7,11-dihydroxy-4,9,11b-trimethyl-6-oxo-1,2-dihydronaphtho[2,1-f][1]benzofuran-3-carboxylate

Details

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Internal ID 1637ecac-fa23-495b-ad07-b0af25f6a291
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
IUPAC Name methyl (11bS)-7,11-dihydroxy-4,9,11b-trimethyl-6-oxo-1,2-dihydronaphtho[2,1-f][1]benzofuran-3-carboxylate
SMILES (Canonical) CC1=CC2=C(C3=C(C(=C2O1)O)C4(CCC(=C(C4=CC3=O)C)C(=O)OC)C)O
SMILES (Isomeric) CC1=CC2=C(C3=C(C(=C2O1)O)[C@]4(CCC(=C(C4=CC3=O)C)C(=O)OC)C)O
InChI InChI=1S/C21H20O6/c1-9-7-12-17(23)15-14(22)8-13-10(2)11(20(25)26-4)5-6-21(13,3)16(15)18(24)19(12)27-9/h7-8,23-24H,5-6H2,1-4H3/t21-/m0/s1
InChI Key BVBIFTXWPCRTEX-NRFANRHFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H20O6
Molecular Weight 368.40 g/mol
Exact Mass 368.12598835 g/mol
Topological Polar Surface Area (TPSA) 97.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.82
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (11bS)-7,11-dihydroxy-4,9,11b-trimethyl-6-oxo-1,2-dihydronaphtho[2,1-f][1]benzofuran-3-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9833 98.33%
Caco-2 + 0.6911 69.11%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7302 73.02%
OATP2B1 inhibitior - 0.7086 70.86%
OATP1B1 inhibitior + 0.8055 80.55%
OATP1B3 inhibitior + 0.8984 89.84%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.6047 60.47%
P-glycoprotein inhibitior - 0.7419 74.19%
P-glycoprotein substrate - 0.5362 53.62%
CYP3A4 substrate + 0.6752 67.52%
CYP2C9 substrate + 0.6090 60.90%
CYP2D6 substrate - 0.8885 88.85%
CYP3A4 inhibition - 0.7288 72.88%
CYP2C9 inhibition - 0.5058 50.58%
CYP2C19 inhibition - 0.7081 70.81%
CYP2D6 inhibition - 0.8381 83.81%
CYP1A2 inhibition + 0.8565 85.65%
CYP2C8 inhibition + 0.6755 67.55%
CYP inhibitory promiscuity + 0.5684 56.84%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Danger 0.4990 49.90%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.7257 72.57%
Skin irritation - 0.6569 65.69%
Skin corrosion - 0.9170 91.70%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.5600 56.00%
Hepatotoxicity + 0.5500 55.00%
skin sensitisation - 0.8337 83.37%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7074 70.74%
Acute Oral Toxicity (c) I 0.3985 39.85%
Estrogen receptor binding + 0.7966 79.66%
Androgen receptor binding + 0.6947 69.47%
Thyroid receptor binding - 0.6311 63.11%
Glucocorticoid receptor binding + 0.8029 80.29%
Aromatase binding - 0.5221 52.21%
PPAR gamma + 0.8667 86.67%
Honey bee toxicity - 0.8841 88.41%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.7200 72.00%
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 99.69% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.25% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.89% 99.23%
CHEMBL2581 P07339 Cathepsin D 92.60% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.42% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.35% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.65% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.74% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.34% 90.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.75% 91.07%
CHEMBL1913 P09619 Platelet-derived growth factor receptor beta 84.79% 95.70%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.24% 93.99%
CHEMBL1937 Q92769 Histone deacetylase 2 83.89% 94.75%
CHEMBL340 P08684 Cytochrome P450 3A4 83.29% 91.19%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 81.25% 94.42%
CHEMBL2535 P11166 Glucose transporter 80.65% 98.75%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.43% 95.50%

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.
Clerodendrum formicarum

Cross-Links

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PubChem 101516149
LOTUS LTS0100303
wikiData Q104946437