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[15-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6-hydroxy-5-methoxy-2-methyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-16-yl]methyl acetate

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 cc76efcc-a99a-49d0-b572-f84eb301161f
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [15-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6-hydroxy-5-methoxy-2-methyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-16-yl]methyl acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC5C6(C4(C(=O)CC(C6O)OC)C)O5)COC(=O)C)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC5C6(C4(C(=O)CC(C6O)OC)C)O5)COC(=O)C)C
InChI InChI=1S/C31H44O8/c1-15-11-23(38-28(35)16(15)2)17(3)20-7-8-22-19-12-26-31(39-26)27(34)24(36-6)13-25(33)29(31,5)21(19)9-10-30(20,22)14-37-18(4)32/h17,19-24,26-27,34H,7-14H2,1-6H3
InChI Key MGGNJLAAQJAIGJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H44O8
Molecular Weight 544.70 g/mol
Exact Mass 544.30361836 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.77
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [15-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6-hydroxy-5-methoxy-2-methyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-16-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9493 94.93%
Caco-2 - 0.7403 74.03%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8029 80.29%
OATP2B1 inhibitior - 0.7159 71.59%
OATP1B1 inhibitior + 0.8448 84.48%
OATP1B3 inhibitior + 0.9230 92.30%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6918 69.18%
BSEP inhibitior + 0.9245 92.45%
P-glycoprotein inhibitior + 0.7331 73.31%
P-glycoprotein substrate + 0.6484 64.84%
CYP3A4 substrate + 0.7410 74.10%
CYP2C9 substrate - 0.8415 84.15%
CYP2D6 substrate - 0.8942 89.42%
CYP3A4 inhibition - 0.9042 90.42%
CYP2C9 inhibition - 0.7911 79.11%
CYP2C19 inhibition - 0.8828 88.28%
CYP2D6 inhibition - 0.9509 95.09%
CYP1A2 inhibition - 0.8059 80.59%
CYP2C8 inhibition + 0.6497 64.97%
CYP inhibitory promiscuity - 0.9142 91.42%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6710 67.10%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9386 93.86%
Skin irritation - 0.5868 58.68%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.5554 55.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4221 42.21%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.5727 57.27%
skin sensitisation - 0.8870 88.70%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.7860 78.60%
Acute Oral Toxicity (c) I 0.6169 61.69%
Estrogen receptor binding + 0.8008 80.08%
Androgen receptor binding + 0.7592 75.92%
Thyroid receptor binding - 0.5585 55.85%
Glucocorticoid receptor binding + 0.7538 75.38%
Aromatase binding + 0.7452 74.52%
PPAR gamma + 0.6741 67.41%
Honey bee toxicity - 0.7075 70.75%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9727 97.27%

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 95.77% 96.09%
CHEMBL204 P00734 Thrombin 94.96% 96.01%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.73% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.46% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.36% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 88.83% 97.79%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.60% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.46% 86.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.98% 91.07%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.80% 95.89%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 86.63% 91.65%
CHEMBL221 P23219 Cyclooxygenase-1 86.52% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.46% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.74% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 85.50% 94.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.90% 97.14%
CHEMBL2581 P07339 Cathepsin D 84.05% 98.95%
CHEMBL5028 O14672 ADAM10 83.75% 97.50%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.73% 90.08%
CHEMBL340 P08684 Cytochrome P450 3A4 83.11% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.92% 94.00%
CHEMBL299 P17252 Protein kinase C alpha 82.06% 98.03%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.99% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.98% 92.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.32% 93.04%

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.
Iochroma gesnerioides

Cross-Links

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PubChem 162871791
LOTUS LTS0021488
wikiData Q105163310