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3-[(3R,5S,9S,10S,12R,14R,15R,17S,18S,19R,22S,23R)-10,17,22-trihydroxy-9-methoxy-14,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1-en-19-yl]-2H-furan-5-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 ab35b467-befe-486e-b5e2-c792783577ae
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
IUPAC Name 3-[(3R,5S,9S,10S,12R,14R,15R,17S,18S,19R,22S,23R)-10,17,22-trihydroxy-9-methoxy-14,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1-en-19-yl]-2H-furan-5-one
SMILES (Canonical) CC12CC3C(C=C1CCC4C2CC(C5(C4(CCC5C6=CC(=O)OC6)O)C)O)OC7C(O3)(C(CCO7)OC)O
SMILES (Isomeric) C[C@]12C[C@@H]3[C@@H](C=C1CC[C@@H]4[C@H]2C[C@@H]([C@]5([C@@]4(CC[C@@H]5C6=CC(=O)OC6)O)C)O)O[C@H]7[C@@](O3)([C@H](CCO7)OC)O
InChI InChI=1S/C29H40O9/c1-26-13-21-20(37-25-29(33,38-21)23(34-3)7-9-35-25)11-16(26)4-5-18-19(26)12-22(30)27(2)17(6-8-28(18,27)32)15-10-24(31)36-14-15/h10-11,17-23,25,30,32-33H,4-9,12-14H2,1-3H3/t17-,18-,19-,20-,21-,22+,23+,25+,26+,27+,28+,29+/m1/s1
InChI Key TWRRVMOZNXTRKY-AWAWQBQRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O9
Molecular Weight 532.60 g/mol
Exact Mass 532.26723285 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.98
H-Bond Acceptor 9
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 3-[(3R,5S,9S,10S,12R,14R,15R,17S,18S,19R,22S,23R)-10,17,22-trihydroxy-9-methoxy-14,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.03,12.05,10.015,23.018,22]pentacos-1-en-19-yl]-2H-furan-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9534 95.34%
Caco-2 - 0.7589 75.89%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8176 81.76%
OATP2B1 inhibitior - 0.7134 71.34%
OATP1B1 inhibitior + 0.8877 88.77%
OATP1B3 inhibitior + 0.9690 96.90%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9480 94.80%
P-glycoprotein inhibitior + 0.5887 58.87%
P-glycoprotein substrate + 0.7552 75.52%
CYP3A4 substrate + 0.7212 72.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8994 89.94%
CYP3A4 inhibition - 0.9271 92.71%
CYP2C9 inhibition - 0.9253 92.53%
CYP2C19 inhibition - 0.9311 93.11%
CYP2D6 inhibition - 0.9392 93.92%
CYP1A2 inhibition - 0.9323 93.23%
CYP2C8 inhibition + 0.5823 58.23%
CYP inhibitory promiscuity - 0.9239 92.39%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4789 47.89%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9429 94.29%
Skin irritation - 0.5726 57.26%
Skin corrosion - 0.9399 93.99%
Ames mutagenesis - 0.5070 50.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4817 48.17%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5521 55.21%
skin sensitisation - 0.9101 91.01%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7234 72.34%
Acute Oral Toxicity (c) I 0.6969 69.69%
Estrogen receptor binding + 0.7846 78.46%
Androgen receptor binding + 0.7993 79.93%
Thyroid receptor binding - 0.5140 51.40%
Glucocorticoid receptor binding + 0.7940 79.40%
Aromatase binding + 0.7100 71.00%
PPAR gamma + 0.5857 58.57%
Honey bee toxicity - 0.6067 60.67%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9422 94.22%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.98% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.30% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.24% 100.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.74% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.27% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.15% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.96% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.63% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.54% 97.25%
CHEMBL1871 P10275 Androgen Receptor 89.17% 96.43%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.05% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.98% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.90% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.83% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.29% 96.77%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.55% 92.94%
CHEMBL3038469 P24941 CDK2/Cyclin A 85.49% 91.38%
CHEMBL226 P30542 Adenosine A1 receptor 84.98% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.38% 89.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.34% 82.69%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.79% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 80.78% 92.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.44% 92.88%

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 162965004
LOTUS LTS0010269
wikiData Q105266044