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2-[1-[5,9-Dihydroxy-10,14-dimethyl-7-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadecan-15-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-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 b30e78d2-9c1a-4e79-931c-132a93409462
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives > Withanolide glycosides and derivatives
IUPAC Name 2-[1-[5,9-dihydroxy-10,14-dimethyl-7-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadecan-15-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3C5C(O5)C6(C4(C(CC(C6)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)O)C)O)C)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3C5C(O5)C6(C4(C(CC(C6)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)O)C)O)C)C
InChI InChI=1S/C40H62O16/c1-15-10-22(53-35(49)16(15)2)17(3)19-6-7-20-26-21(8-9-38(19,20)4)39(5)25(42)11-18(12-40(39,50)34-33(26)56-34)52-37-32(48)30(46)28(44)24(55-37)14-51-36-31(47)29(45)27(43)23(13-41)54-36/h17-34,36-37,41-48,50H,6-14H2,1-5H3
InChI Key BXRJZGQBQZINGV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H62O16
Molecular Weight 798.90 g/mol
Exact Mass 798.40378589 g/mol
Topological Polar Surface Area (TPSA) 258.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -0.98
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7320 73.20%
Caco-2 - 0.8828 88.28%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7021 70.21%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8415 84.15%
OATP1B3 inhibitior + 0.9040 90.40%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.7002 70.02%
P-glycoprotein inhibitior + 0.7299 72.99%
P-glycoprotein substrate + 0.6163 61.63%
CYP3A4 substrate + 0.7476 74.76%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8855 88.55%
CYP3A4 inhibition - 0.9371 93.71%
CYP2C9 inhibition - 0.8045 80.45%
CYP2C19 inhibition - 0.8673 86.73%
CYP2D6 inhibition - 0.9354 93.54%
CYP1A2 inhibition - 0.8724 87.24%
CYP2C8 inhibition + 0.5997 59.97%
CYP inhibitory promiscuity - 0.9564 95.64%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6854 68.54%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9142 91.42%
Skin irritation - 0.5734 57.34%
Skin corrosion - 0.9381 93.81%
Ames mutagenesis - 0.6427 64.27%
Human Ether-a-go-go-Related Gene inhibition + 0.8158 81.58%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6815 68.15%
skin sensitisation - 0.8903 89.03%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.5425 54.25%
Acute Oral Toxicity (c) I 0.7023 70.23%
Estrogen receptor binding + 0.8009 80.09%
Androgen receptor binding + 0.7301 73.01%
Thyroid receptor binding - 0.5976 59.76%
Glucocorticoid receptor binding + 0.5842 58.42%
Aromatase binding + 0.6780 67.80%
PPAR gamma + 0.7152 71.52%
Honey bee toxicity - 0.6971 69.71%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9309 93.09%

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
CHEMBL220 P22303 Acetylcholinesterase 98.61% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.45% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.44% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.87% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 93.49% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.34% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.25% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 92.13% 93.04%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.63% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.26% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.26% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.65% 90.08%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.61% 85.14%
CHEMBL1937 Q92769 Histone deacetylase 2 88.11% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.04% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.44% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.00% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 86.34% 97.79%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.07% 96.47%
CHEMBL1871 P10275 Androgen Receptor 85.50% 96.43%
CHEMBL299 P17252 Protein kinase C alpha 85.31% 98.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.41% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.64% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.45% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.84% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.18% 93.56%

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.
Withania somnifera

Cross-Links

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PubChem 163025782
LOTUS LTS0169540
wikiData Q104948197