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[15-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6,14-dihydroxy-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 c7bfec23-07af-4cab-990b-c7e6a0c5a73d
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]-6,14-dihydroxy-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)C2C(CC3C2(CCC4C3CC5C6(C4(C(=O)CC(C6O)OC)C)O5)COC(=O)C)O)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)C2C(CC3C2(CCC4C3CC5C6(C4(C(=O)CC(C6O)OC)C)O5)COC(=O)C)O)C
InChI InChI=1S/C31H44O9/c1-14-9-22(39-28(36)15(14)2)16(3)26-21(33)11-20-18-10-25-31(40-25)27(35)23(37-6)12-24(34)29(31,5)19(18)7-8-30(20,26)13-38-17(4)32/h16,18-23,25-27,33,35H,7-13H2,1-6H3
InChI Key BKLRAFVRZYNMGZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H44O9
Molecular Weight 560.70 g/mol
Exact Mass 560.29853298 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.74
H-Bond Acceptor 9
H-Bond Donor 2
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]-6,14-dihydroxy-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 + 0.9443 94.43%
Caco-2 - 0.7806 78.06%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7489 74.89%
OATP2B1 inhibitior - 0.7167 71.67%
OATP1B1 inhibitior + 0.8563 85.63%
OATP1B3 inhibitior + 0.9554 95.54%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7418 74.18%
BSEP inhibitior + 0.9498 94.98%
P-glycoprotein inhibitior + 0.7029 70.29%
P-glycoprotein substrate + 0.6604 66.04%
CYP3A4 substrate + 0.7324 73.24%
CYP2C9 substrate - 0.8415 84.15%
CYP2D6 substrate - 0.8942 89.42%
CYP3A4 inhibition - 0.8364 83.64%
CYP2C9 inhibition - 0.7826 78.26%
CYP2C19 inhibition - 0.8962 89.62%
CYP2D6 inhibition - 0.9481 94.81%
CYP1A2 inhibition - 0.8444 84.44%
CYP2C8 inhibition + 0.6572 65.72%
CYP inhibitory promiscuity - 0.9396 93.96%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6285 62.85%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9347 93.47%
Skin irritation - 0.5331 53.31%
Skin corrosion - 0.9381 93.81%
Ames mutagenesis - 0.5754 57.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4036 40.36%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8944 89.44%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.7610 76.10%
Acute Oral Toxicity (c) I 0.6575 65.75%
Estrogen receptor binding + 0.8033 80.33%
Androgen receptor binding + 0.7531 75.31%
Thyroid receptor binding - 0.5746 57.46%
Glucocorticoid receptor binding + 0.7439 74.39%
Aromatase binding + 0.7491 74.91%
PPAR gamma + 0.6783 67.83%
Honey bee toxicity - 0.6930 69.30%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9614 96.14%

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 99.24% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.98% 96.09%
CHEMBL204 P00734 Thrombin 94.59% 96.01%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.54% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.54% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 88.99% 94.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.56% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.97% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.92% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.92% 91.07%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.59% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 85.57% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.49% 95.56%
CHEMBL2581 P07339 Cathepsin D 85.11% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.02% 97.14%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.73% 90.08%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.17% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.96% 95.89%
CHEMBL5028 O14672 ADAM10 83.94% 97.50%
CHEMBL2996 Q05655 Protein kinase C delta 83.64% 97.79%
CHEMBL3401 O75469 Pregnane X receptor 82.33% 94.73%
CHEMBL299 P17252 Protein kinase C alpha 81.82% 98.03%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.66% 82.69%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 81.48% 91.65%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.45% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.10% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.94% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.57% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.39% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.00% 98.75%

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 162852337
LOTUS LTS0165168
wikiData Q104937676