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(1S,2R,6S,7R,9R,11R,12R,15R,16R)-6,12-dihydroxy-15-[(1R)-1-[(2R)-5-hydroxy-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one

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 6a55bab8-ba0e-4524-bd4a-a2c72df5d7e8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name (1S,2R,6S,7R,9R,11R,12R,15R,16R)-6,12-dihydroxy-15-[(1R)-1-[(2R)-5-hydroxy-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H36O7/c1-13-11-18(33-23(31)22(13)30)14(2)15-8-10-26(32)17-12-21-27(34-21)20(29)6-5-19(28)25(27,4)16(17)7-9-24(15,26)3/h5-6,14-18,20-21,29-30,32H,7-12H2,1-4H3/t14-,15-,16+,17-,18-,20+,21-,24-,25+,26-,27-/m1/s1
InChI Key ZKVXBJXTEJCUHN-UXJNDIBXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H36O7
Molecular Weight 472.60 g/mol
Exact Mass 472.24610348 g/mol
Topological Polar Surface Area (TPSA) 117.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.99
H-Bond Acceptor 7
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,2R,6S,7R,9R,11R,12R,15R,16R)-6,12-dihydroxy-15-[(1R)-1-[(2R)-5-hydroxy-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9576 95.76%
Caco-2 - 0.6533 65.33%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6830 68.30%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8137 81.37%
OATP1B3 inhibitior + 0.9189 91.89%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6374 63.74%
BSEP inhibitior + 0.8852 88.52%
P-glycoprotein inhibitior - 0.4899 48.99%
P-glycoprotein substrate + 0.5910 59.10%
CYP3A4 substrate + 0.7158 71.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8919 89.19%
CYP3A4 inhibition - 0.7609 76.09%
CYP2C9 inhibition - 0.8586 85.86%
CYP2C19 inhibition - 0.8921 89.21%
CYP2D6 inhibition - 0.9560 95.60%
CYP1A2 inhibition - 0.7538 75.38%
CYP2C8 inhibition + 0.5078 50.78%
CYP inhibitory promiscuity - 0.9760 97.60%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5461 54.61%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9617 96.17%
Skin irritation + 0.5729 57.29%
Skin corrosion - 0.9051 90.51%
Ames mutagenesis - 0.6024 60.24%
Human Ether-a-go-go-Related Gene inhibition - 0.4049 40.49%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5051 50.51%
skin sensitisation - 0.8195 81.95%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.6384 63.84%
Acute Oral Toxicity (c) I 0.4368 43.68%
Estrogen receptor binding + 0.8345 83.45%
Androgen receptor binding + 0.7725 77.25%
Thyroid receptor binding + 0.6185 61.85%
Glucocorticoid receptor binding + 0.7907 79.07%
Aromatase binding + 0.7828 78.28%
PPAR gamma - 0.4863 48.63%
Honey bee toxicity - 0.7630 76.30%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9780 97.80%

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 94.66% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.92% 95.56%
CHEMBL2581 P07339 Cathepsin D 92.45% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.29% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.43% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.90% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.52% 99.23%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.76% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.62% 97.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.53% 96.61%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.87% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.53% 96.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.67% 91.07%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.66% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.02% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.60% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.53% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.61% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.06% 94.45%
CHEMBL1871 P10275 Androgen Receptor 80.03% 96.43%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.01% 93.04%

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 162970187
LOTUS LTS0150674
wikiData Q105378775