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5,13-Dihydroxy-10,14-dimethyl-15-[1-[4-methyl-6-oxo-5-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyran-2-yl]ethyl]-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-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 3343e693-b9eb-4822-a8d7-177427a1d981
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name 5,13-dihydroxy-10,14-dimethyl-15-[1-[4-methyl-6-oxo-5-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyran-2-yl]ethyl]-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(C(CC4C3C5C(O5)C6(C4(C(=O)C=CC6)C)O)O)C)COC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(C(CC4C3C5C(O5)C6(C4(C(=O)C=CC6)C)O)O)C)COC7C(C(C(C(O7)CO)O)O)O
InChI InChI=1S/C34H48O12/c1-14-10-20(44-30(41)16(14)13-43-31-27(40)26(39)25(38)21(12-35)45-31)15(2)17-7-8-18-24-19(11-23(37)32(17,18)3)33(4)22(36)6-5-9-34(33,42)29-28(24)46-29/h5-6,15,17-21,23-29,31,35,37-40,42H,7-13H2,1-4H3
InChI Key AIYMAHAWOXSLTP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H48O12
Molecular Weight 648.70 g/mol
Exact Mass 648.31457696 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.15
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5,13-Dihydroxy-10,14-dimethyl-15-[1-[4-methyl-6-oxo-5-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyran-2-yl]ethyl]-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6962 69.62%
Caco-2 - 0.8655 86.55%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7318 73.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8387 83.87%
OATP1B3 inhibitior + 0.9250 92.50%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6048 60.48%
BSEP inhibitior + 0.7910 79.10%
P-glycoprotein inhibitior + 0.7203 72.03%
P-glycoprotein substrate + 0.6475 64.75%
CYP3A4 substrate + 0.7262 72.62%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8955 89.55%
CYP3A4 inhibition - 0.8643 86.43%
CYP2C9 inhibition - 0.7869 78.69%
CYP2C19 inhibition - 0.8852 88.52%
CYP2D6 inhibition - 0.9409 94.09%
CYP1A2 inhibition - 0.8796 87.96%
CYP2C8 inhibition + 0.6517 65.17%
CYP inhibitory promiscuity - 0.9644 96.44%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6787 67.87%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9295 92.95%
Skin irritation - 0.5647 56.47%
Skin corrosion - 0.9373 93.73%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7356 73.56%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6718 67.18%
skin sensitisation - 0.9010 90.10%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.6497 64.97%
Acute Oral Toxicity (c) I 0.6982 69.82%
Estrogen receptor binding + 0.7403 74.03%
Androgen receptor binding + 0.7302 73.02%
Thyroid receptor binding - 0.6191 61.91%
Glucocorticoid receptor binding + 0.6655 66.55%
Aromatase binding + 0.6319 63.19%
PPAR gamma + 0.6409 64.09%
Honey bee toxicity - 0.6772 67.72%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9509 95.09%

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 97.46% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.71% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.12% 97.09%
CHEMBL2581 P07339 Cathepsin D 94.90% 98.95%
CHEMBL220 P22303 Acetylcholinesterase 94.43% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.24% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.30% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.95% 85.14%
CHEMBL5103 Q969S8 Histone deacetylase 10 90.46% 90.08%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.13% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 90.05% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.45% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 89.26% 83.82%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.72% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.84% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.76% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.61% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.82% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.29% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 84.25% 94.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.63% 96.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.08% 94.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.95% 93.04%
CHEMBL3401 O75469 Pregnane X receptor 82.52% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.45% 96.00%

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.
Datura metel

Cross-Links

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PubChem 162974239
LOTUS LTS0068704
wikiData Q104913040