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Withanoside V

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 9e4a3d3e-e707-4d1b-9377-f3e181688aa7
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives > Withanolide glycosides and derivatives
IUPAC Name (2R)-2-[(1S)-1-[(1S,3R,8S,9S,10R,13S,14S,17R)-1-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)O)O)O)O)O)C)C)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4([C@H](C[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)O)C)C)C
InChI InChI=1S/C40H62O14/c1-17-12-26(52-36(49)18(17)2)19(3)23-8-9-24-22-7-6-20-13-21(14-29(42)40(20,5)25(22)10-11-39(23,24)4)51-38-35(48)33(46)31(44)28(54-38)16-50-37-34(47)32(45)30(43)27(15-41)53-37/h6,19,21-35,37-38,41-48H,7-16H2,1-5H3/t19-,21+,22-,23+,24-,25-,26+,27+,28+,29-,30+,31+,32-,33-,34+,35+,37+,38+,39+,40-/m0/s1
InChI Key ZBLWKSUMHLVXAM-KFJRISAASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H62O14
Molecular Weight 766.90 g/mol
Exact Mass 766.41395665 g/mol
Topological Polar Surface Area (TPSA) 225.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 0.83
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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256520-90-8
UNII-EKV8XP7MQ6
EKV8XP7MQ6
Ergosta-5,24-dien-26-oic acid, 3-((6-o-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy)-1,22-dihydroxy-,sigma-lactone, (1alpha,3beta,22R)-
(2R)-2-[(1S)-1-[(1S,3R,8S,9S,10R,13S,14S,17R)-1-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one
DTXSID20443612
Withanoside V, analytical standard
HY-N8671
AKOS040762511
CS-0148888
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Withanoside V

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7838 78.38%
Caco-2 - 0.8836 88.36%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8076 80.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8526 85.26%
OATP1B3 inhibitior - 0.2313 23.13%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.8002 80.02%
P-glycoprotein inhibitior + 0.7218 72.18%
P-glycoprotein substrate + 0.5686 56.86%
CYP3A4 substrate + 0.7547 75.47%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8853 88.53%
CYP3A4 inhibition - 0.9495 94.95%
CYP2C9 inhibition - 0.9335 93.35%
CYP2C19 inhibition - 0.9392 93.92%
CYP2D6 inhibition - 0.9467 94.67%
CYP1A2 inhibition - 0.9243 92.43%
CYP2C8 inhibition + 0.6558 65.58%
CYP inhibitory promiscuity - 0.9590 95.90%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6109 61.09%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9180 91.80%
Skin irritation + 0.5259 52.59%
Skin corrosion - 0.9457 94.57%
Ames mutagenesis - 0.7144 71.44%
Human Ether-a-go-go-Related Gene inhibition + 0.8471 84.71%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7533 75.33%
skin sensitisation - 0.9254 92.54%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.5751 57.51%
Acute Oral Toxicity (c) III 0.4565 45.65%
Estrogen receptor binding + 0.8405 84.05%
Androgen receptor binding + 0.7458 74.58%
Thyroid receptor binding - 0.5945 59.45%
Glucocorticoid receptor binding + 0.5995 59.95%
Aromatase binding + 0.6682 66.82%
PPAR gamma + 0.7310 73.10%
Honey bee toxicity - 0.6969 69.69%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9296 92.96%

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 95.26% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.00% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.56% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 94.33% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.86% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.30% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.90% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 91.40% 94.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.24% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.88% 89.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 90.83% 90.08%
CHEMBL1871 P10275 Androgen Receptor 90.48% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.85% 86.33%
CHEMBL2581 P07339 Cathepsin D 89.35% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.91% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.89% 93.04%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.63% 94.00%
CHEMBL220 P22303 Acetylcholinesterase 87.47% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.18% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.92% 99.23%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.91% 97.33%
CHEMBL3401 O75469 Pregnane X receptor 84.32% 94.73%
CHEMBL5028 O14672 ADAM10 84.24% 97.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.20% 96.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.82% 93.56%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.45% 96.47%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.02% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 82.43% 92.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.27% 97.14%

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 10700345
LOTUS LTS0217394
wikiData Q27277219