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(2R)-2-[(1S)-1-[(1S,3R,8S,9S,10R,13S,14S,17R)-1,3-dihydroxy-10,13-dimethyl-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

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 72ee0495-815b-4d48-8c6d-88babe880bbe
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (2R)-2-[(1S)-1-[(1S,3R,8S,9S,10R,13S,14S,17R)-1,3-dihydroxy-10,13-dimethyl-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)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)O)C)C)C
InChI InChI=1S/C28H42O4/c1-15-12-24(32-26(31)16(15)2)17(3)21-8-9-22-20-7-6-18-13-19(29)14-25(30)28(18,5)23(20)10-11-27(21,22)4/h6,17,19-25,29-30H,7-14H2,1-5H3/t17-,19+,20-,21+,22-,23-,24+,25-,27+,28-/m0/s1
InChI Key WYEYIBYPWZBSJI-CMHVZSNTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H42O4
Molecular Weight 442.60 g/mol
Exact Mass 442.30830982 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.19
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R)-2-[(1S)-1-[(1S,3R,8S,9S,10R,13S,14S,17R)-1,3-dihydroxy-10,13-dimethyl-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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9647 96.47%
Caco-2 - 0.5524 55.24%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.6098 60.98%
OATP2B1 inhibitior - 0.7158 71.58%
OATP1B1 inhibitior + 0.8778 87.78%
OATP1B3 inhibitior + 0.9584 95.84%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9363 93.63%
P-glycoprotein inhibitior + 0.5886 58.86%
P-glycoprotein substrate + 0.5887 58.87%
CYP3A4 substrate + 0.7510 75.10%
CYP2C9 substrate - 0.8032 80.32%
CYP2D6 substrate - 0.8757 87.57%
CYP3A4 inhibition - 0.7128 71.28%
CYP2C9 inhibition - 0.9428 94.28%
CYP2C19 inhibition - 0.9588 95.88%
CYP2D6 inhibition - 0.9504 95.04%
CYP1A2 inhibition - 0.6790 67.90%
CYP2C8 inhibition + 0.4801 48.01%
CYP inhibitory promiscuity - 0.9233 92.33%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5538 55.38%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9618 96.18%
Skin irritation + 0.7040 70.40%
Skin corrosion - 0.9172 91.72%
Ames mutagenesis - 0.7344 73.44%
Human Ether-a-go-go-Related Gene inhibition + 0.7182 71.82%
Micronuclear - 0.8000 80.00%
Hepatotoxicity + 0.6092 60.92%
skin sensitisation - 0.8001 80.01%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.5803 58.03%
Acute Oral Toxicity (c) I 0.5222 52.22%
Estrogen receptor binding + 0.8027 80.27%
Androgen receptor binding + 0.7868 78.68%
Thyroid receptor binding + 0.5874 58.74%
Glucocorticoid receptor binding + 0.7690 76.90%
Aromatase binding + 0.6250 62.50%
PPAR gamma + 0.6226 62.26%
Honey bee toxicity - 0.7914 79.14%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9715 97.15%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.46% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.25% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.77% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.57% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.17% 97.09%
CHEMBL1871 P10275 Androgen Receptor 88.81% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.27% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.40% 86.33%
CHEMBL2581 P07339 Cathepsin D 87.01% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.98% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 85.95% 95.93%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.84% 93.04%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.82% 90.71%
CHEMBL221 P23219 Cyclooxygenase-1 85.20% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.16% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.78% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.39% 93.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.03% 90.08%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.86% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.47% 96.95%
CHEMBL5028 O14672 ADAM10 81.37% 97.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.11% 96.38%

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.
Eriolarynx australis

Cross-Links

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PubChem 15725471
LOTUS LTS0178598
wikiData Q105322154