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[(1S,3R,8S,9S,10R,12R,13S,14S,17S)-17-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-1,12-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

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 a381364b-148a-43b3-9fac-8ea57cd9fac8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(1S,3R,8S,9S,10R,12R,13S,14S,17S)-17-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-1,12-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(C(CC4C3CC=C5C4(C(CC(C5)OC(=O)C)O)C)O)C)O)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@](C)([C@H]2CC[C@@H]3[C@@]2([C@@H](C[C@H]4[C@H]3CC=C5[C@@]4([C@H](C[C@@H](C5)OC(=O)C)O)C)O)C)O)C
InChI InChI=1S/C30H44O7/c1-15-11-26(37-27(34)16(15)2)30(6,35)23-10-9-21-20-8-7-18-12-19(36-17(3)31)13-24(32)28(18,4)22(20)14-25(33)29(21,23)5/h7,19-26,32-33,35H,8-14H2,1-6H3/t19-,20+,21+,22+,23+,24+,25-,26-,28+,29+,30-/m1/s1
InChI Key WBUGZBATDSMKHQ-DKPCSDLJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O7
Molecular Weight 516.70 g/mol
Exact Mass 516.30870374 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.84
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,8S,9S,10R,12R,13S,14S,17S)-17-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-1,12-dihydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9749 97.49%
Caco-2 - 0.7530 75.30%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7964 79.64%
OATP2B1 inhibitior - 0.5717 57.17%
OATP1B1 inhibitior + 0.8948 89.48%
OATP1B3 inhibitior + 0.8880 88.80%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5874 58.74%
BSEP inhibitior + 0.8509 85.09%
P-glycoprotein inhibitior + 0.6522 65.22%
P-glycoprotein substrate + 0.5296 52.96%
CYP3A4 substrate + 0.7482 74.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9109 91.09%
CYP3A4 inhibition - 0.7446 74.46%
CYP2C9 inhibition - 0.9028 90.28%
CYP2C19 inhibition - 0.9085 90.85%
CYP2D6 inhibition - 0.9508 95.08%
CYP1A2 inhibition - 0.6525 65.25%
CYP2C8 inhibition + 0.5908 59.08%
CYP inhibitory promiscuity - 0.9548 95.48%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5883 58.83%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.9390 93.90%
Skin irritation + 0.6908 69.08%
Skin corrosion - 0.9192 91.92%
Ames mutagenesis - 0.6073 60.73%
Human Ether-a-go-go-Related Gene inhibition + 0.6595 65.95%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5573 55.73%
skin sensitisation - 0.8708 87.08%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.7053 70.53%
Acute Oral Toxicity (c) I 0.4029 40.29%
Estrogen receptor binding + 0.7463 74.63%
Androgen receptor binding + 0.7023 70.23%
Thyroid receptor binding - 0.6009 60.09%
Glucocorticoid receptor binding + 0.7772 77.72%
Aromatase binding + 0.7376 73.76%
PPAR gamma + 0.6809 68.09%
Honey bee toxicity - 0.7604 76.04%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9839 98.39%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.73% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.21% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.42% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.69% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.29% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.13% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.13% 89.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.05% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.77% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.03% 93.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.98% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 86.38% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.68% 97.09%
CHEMBL5028 O14672 ADAM10 85.51% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.43% 91.07%
CHEMBL2581 P07339 Cathepsin D 85.41% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 84.64% 94.73%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.48% 97.14%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.12% 94.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.40% 94.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.44% 90.08%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.87% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.64% 95.89%

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 15725470
LOTUS LTS0048923
wikiData Q105301048