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5-(hydroxymethyl)-4-methyl-2-[1-(4,5,6-trihydroxy-10,13-dimethyl-1-oxo-3,4,6,7,8,9,11,12,14,15,16,17-dodecahydro-2H-cyclopenta[a]phenanthren-17-yl)ethyl]-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 ef285645-2a28-4018-a1ee-84cb0cd05521
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name 5-(hydroxymethyl)-4-methyl-2-[1-(4,5,6-trihydroxy-10,13-dimethyl-1-oxo-3,4,6,7,8,9,11,12,14,15,16,17-dodecahydro-2H-cyclopenta[a]phenanthren-17-yl)ethyl]-2,3-dihydropyran-6-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC(C5(C4(C(=O)CCC5O)C)O)O)C)CO
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC(C5(C4(C(=O)CCC5O)C)O)O)C)CO
InChI InChI=1S/C28H42O7/c1-14-11-21(35-25(33)17(14)13-29)15(2)18-5-6-19-16-12-24(32)28(34)23(31)8-7-22(30)27(28,4)20(16)9-10-26(18,19)3/h15-16,18-21,23-24,29,31-32,34H,5-13H2,1-4H3
InChI Key RYHUVBZFHPPSHQ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42O7
Molecular Weight 490.60 g/mol
Exact Mass 490.29305367 g/mol
Topological Polar Surface Area (TPSA) 124.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.53
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-(hydroxymethyl)-4-methyl-2-[1-(4,5,6-trihydroxy-10,13-dimethyl-1-oxo-3,4,6,7,8,9,11,12,14,15,16,17-dodecahydro-2H-cyclopenta[a]phenanthren-17-yl)ethyl]-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 + 0.8209 82.09%
Caco-2 - 0.7477 74.77%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7829 78.29%
OATP2B1 inhibitior - 0.5603 56.03%
OATP1B1 inhibitior + 0.8526 85.26%
OATP1B3 inhibitior + 0.9163 91.63%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5688 56.88%
BSEP inhibitior + 0.7896 78.96%
P-glycoprotein inhibitior - 0.5601 56.01%
P-glycoprotein substrate + 0.5068 50.68%
CYP3A4 substrate + 0.7261 72.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9056 90.56%
CYP3A4 inhibition - 0.8216 82.16%
CYP2C9 inhibition - 0.9199 91.99%
CYP2C19 inhibition - 0.9302 93.02%
CYP2D6 inhibition - 0.9568 95.68%
CYP1A2 inhibition - 0.8942 89.42%
CYP2C8 inhibition - 0.5848 58.48%
CYP inhibitory promiscuity - 0.9672 96.72%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6907 69.07%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9550 95.50%
Skin irritation + 0.6327 63.27%
Skin corrosion - 0.9421 94.21%
Ames mutagenesis - 0.6432 64.32%
Human Ether-a-go-go-Related Gene inhibition - 0.4128 41.28%
Micronuclear - 0.8400 84.00%
Hepatotoxicity + 0.5280 52.80%
skin sensitisation - 0.9270 92.70%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6174 61.74%
Acute Oral Toxicity (c) III 0.4997 49.97%
Estrogen receptor binding + 0.6987 69.87%
Androgen receptor binding + 0.7883 78.83%
Thyroid receptor binding - 0.5192 51.92%
Glucocorticoid receptor binding + 0.6910 69.10%
Aromatase binding + 0.6799 67.99%
PPAR gamma + 0.5470 54.70%
Honey bee toxicity - 0.8207 82.07%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9567 95.67%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.72% 97.25%
CHEMBL2581 P07339 Cathepsin D 93.38% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.81% 95.56%
CHEMBL2996 Q05655 Protein kinase C delta 91.95% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.43% 97.09%
CHEMBL299 P17252 Protein kinase C alpha 90.70% 98.03%
CHEMBL204 P00734 Thrombin 90.24% 96.01%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.21% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.61% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 89.11% 94.75%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.26% 93.04%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.69% 96.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.48% 90.08%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.39% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.11% 91.11%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.67% 95.89%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.64% 93.99%
CHEMBL1871 P10275 Androgen Receptor 81.97% 96.43%
CHEMBL5028 O14672 ADAM10 81.52% 97.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.11% 96.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.06% 94.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.81% 93.03%

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 163041831
LOTUS LTS0075643
wikiData Q104888950