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(2R)-2-[(1R)-1-[(5R,6R,8S,9S,10R,13S,14S,17R)-5,6-dihydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydro-4H-cyclopenta[a]phenanthren-17-yl]-2-hydroxyethyl]-5-(methoxymethyl)-4-methyl-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 35a03d43-2fa4-4474-a7c4-835722d39458
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (2R)-2-[(1R)-1-[(5R,6R,8S,9S,10R,13S,14S,17R)-5,6-dihydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydro-4H-cyclopenta[a]phenanthren-17-yl]-2-hydroxyethyl]-5-(methoxymethyl)-4-methyl-2,3-dihydropyran-6-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(CO)C2CCC3C2(CCC4C3CC(C5(C4(C(=O)C=CC5)C)O)O)C)COC
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@H](CO)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@H]([C@@]5([C@@]4(C(=O)C=CC5)C)O)O)C)COC
InChI InChI=1S/C29H42O7/c1-16-12-23(36-26(33)19(16)15-35-4)18(14-30)21-8-7-20-17-13-25(32)29(34)10-5-6-24(31)28(29,3)22(17)9-11-27(20,21)2/h5-6,17-18,20-23,25,30,32,34H,7-15H2,1-4H3/t17-,18-,20-,21+,22-,23+,25+,27-,28-,29-/m0/s1
InChI Key XZAZAOLSGSUKBT-GNMXKYBVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O7
Molecular Weight 502.60 g/mol
Exact Mass 502.29305367 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.96
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-[(1R)-1-[(5R,6R,8S,9S,10R,13S,14S,17R)-5,6-dihydroxy-10,13-dimethyl-1-oxo-6,7,8,9,11,12,14,15,16,17-decahydro-4H-cyclopenta[a]phenanthren-17-yl]-2-hydroxyethyl]-5-(methoxymethyl)-4-methyl-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 + 0.8699 86.99%
Caco-2 - 0.7257 72.57%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7952 79.52%
OATP2B1 inhibitior - 0.7173 71.73%
OATP1B1 inhibitior + 0.8612 86.12%
OATP1B3 inhibitior + 0.9249 92.49%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7021 70.21%
BSEP inhibitior + 0.9851 98.51%
P-glycoprotein inhibitior + 0.5903 59.03%
P-glycoprotein substrate + 0.6243 62.43%
CYP3A4 substrate + 0.7540 75.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9046 90.46%
CYP3A4 inhibition - 0.7883 78.83%
CYP2C9 inhibition - 0.8997 89.97%
CYP2C19 inhibition - 0.8952 89.52%
CYP2D6 inhibition - 0.9540 95.40%
CYP1A2 inhibition - 0.8364 83.64%
CYP2C8 inhibition + 0.6198 61.98%
CYP inhibitory promiscuity - 0.9816 98.16%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6549 65.49%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9585 95.85%
Skin irritation - 0.5604 56.04%
Skin corrosion - 0.9479 94.79%
Ames mutagenesis - 0.6322 63.22%
Human Ether-a-go-go-Related Gene inhibition - 0.4193 41.93%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6057 60.57%
skin sensitisation - 0.9108 91.08%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6255 62.55%
Acute Oral Toxicity (c) I 0.4971 49.71%
Estrogen receptor binding + 0.8023 80.23%
Androgen receptor binding + 0.8030 80.30%
Thyroid receptor binding + 0.5182 51.82%
Glucocorticoid receptor binding + 0.7922 79.22%
Aromatase binding + 0.7141 71.41%
PPAR gamma - 0.4851 48.51%
Honey bee toxicity - 0.6906 69.06%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.8979 89.79%

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 96.27% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.66% 97.09%
CHEMBL2581 P07339 Cathepsin D 93.85% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.15% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.26% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.07% 85.14%
CHEMBL204 P00734 Thrombin 90.91% 96.01%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.06% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 90.04% 97.79%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.03% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.79% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.57% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.34% 96.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.46% 97.25%
CHEMBL1871 P10275 Androgen Receptor 86.33% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.23% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.91% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.29% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.94% 95.89%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.66% 93.04%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.68% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 80.51% 95.93%

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 101131180
LOTUS LTS0010827
wikiData Q105344785