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2-[(1S)-1-[(10R,13S)-10,13-dimethyl-1-oxo-4,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]ethyl]-4-methyl-5-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-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 fd9064a3-2a61-43d3-bc4b-f2db9a823085
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name 2-[(1S)-1-[(10R,13S)-10,13-dimethyl-1-oxo-4,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]ethyl]-4-methyl-5-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyran-6-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC=C5C4(C(=O)C=CC5)C)C)COC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) CC1=C(C(=O)OC(C1)[C@@H](C)C2CCC3[C@@]2(CCC4C3CC=C5[C@@]4(C(=O)C=CC5)C)C)CO[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O
InChI InChI=1S/C34H48O9/c1-17-14-25(42-31(40)21(17)16-41-32-30(39)29(38)28(37)26(15-35)43-32)18(2)22-10-11-23-20-9-8-19-6-5-7-27(36)34(19,4)24(20)12-13-33(22,23)3/h5,7-8,18,20,22-26,28-30,32,35,37-39H,6,9-16H2,1-4H3/t18-,20?,22?,23?,24?,25?,26+,28-,29-,30+,32+,33+,34-/m0/s1
InChI Key BUUVUQOPURMCQD-FGUMGCADSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H48O9
Molecular Weight 600.70 g/mol
Exact Mass 600.32983310 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.00
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(1S)-1-[(10R,13S)-10,13-dimethyl-1-oxo-4,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]ethyl]-4-methyl-5-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-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 + 0.7135 71.35%
Caco-2 - 0.8505 85.05%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8629 86.29%
OATP2B1 inhibitior - 0.7199 71.99%
OATP1B1 inhibitior + 0.8474 84.74%
OATP1B3 inhibitior + 0.7884 78.84%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.5298 52.98%
BSEP inhibitior + 0.8817 88.17%
P-glycoprotein inhibitior + 0.7376 73.76%
P-glycoprotein substrate + 0.5896 58.96%
CYP3A4 substrate + 0.7510 75.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8984 89.84%
CYP3A4 inhibition - 0.9295 92.95%
CYP2C9 inhibition - 0.9215 92.15%
CYP2C19 inhibition - 0.9385 93.85%
CYP2D6 inhibition - 0.9550 95.50%
CYP1A2 inhibition - 0.8971 89.71%
CYP2C8 inhibition + 0.6510 65.10%
CYP inhibitory promiscuity - 0.9438 94.38%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6009 60.09%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9415 94.15%
Skin irritation + 0.4910 49.10%
Skin corrosion - 0.9419 94.19%
Ames mutagenesis - 0.7144 71.44%
Human Ether-a-go-go-Related Gene inhibition + 0.8014 80.14%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6572 65.72%
skin sensitisation - 0.9349 93.49%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.4549 45.49%
Acute Oral Toxicity (c) III 0.5730 57.30%
Estrogen receptor binding + 0.7455 74.55%
Androgen receptor binding + 0.7519 75.19%
Thyroid receptor binding - 0.6052 60.52%
Glucocorticoid receptor binding + 0.6958 69.58%
Aromatase binding + 0.5877 58.77%
PPAR gamma + 0.5763 57.63%
Honey bee toxicity - 0.6896 68.96%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5250 52.50%
Fish aquatic toxicity + 0.9668 96.68%

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
CHEMBL2581 P07339 Cathepsin D 95.72% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.62% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.56% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.72% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.32% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.40% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 91.84% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.65% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.48% 97.14%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.26% 90.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.54% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.74% 86.33%
CHEMBL220 P22303 Acetylcholinesterase 87.33% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 87.15% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.26% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.91% 97.25%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.20% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.83% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.43% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.24% 95.89%
CHEMBL4581 P52732 Kinesin-like protein 1 80.42% 93.18%

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 6325018
NPASS NPC81270