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[(1S,2S,5S,6R,8R,9R,12S,13R,17S,18S,20R)-6-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-8-hydroxy-6,13-dimethyl-14-oxo-7,19-dioxahexacyclo[10.9.0.02,9.05,9.013,18.018,20]henicos-15-en-17-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 8a25f6af-3694-4347-b365-421cbc57bcb3
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(1S,2S,5S,6R,8R,9R,12S,13R,17S,18S,20R)-6-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-8-hydroxy-6,13-dimethyl-14-oxo-7,19-dioxahexacyclo[10.9.0.02,9.05,9.013,18.018,20]henicos-15-en-17-yl] acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C2(C3CCC4C3(CCC5C4CC6C7(C5(C(=O)C=CC7OC(=O)C)C)O6)C(O2)O)C)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@]2([C@H]3CC[C@@H]4[C@@]3(CC[C@H]5[C@H]4C[C@@H]6[C@]7([C@@]5(C(=O)C=C[C@@H]7OC(=O)C)C)O6)[C@@H](O2)O)C)C
InChI InChI=1S/C30H38O8/c1-14-12-23(36-25(33)15(14)2)28(5)20-7-6-19-17-13-24-30(37-24)22(35-16(3)31)9-8-21(32)27(30,4)18(17)10-11-29(19,20)26(34)38-28/h8-9,17-20,22-24,26,34H,6-7,10-13H2,1-5H3/t17-,18+,19+,20-,22+,23-,24-,26-,27+,28-,29-,30-/m1/s1
InChI Key UCLKYVACLANLCC-KCTILSLASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H38O8
Molecular Weight 526.60 g/mol
Exact Mass 526.25666817 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 3.40
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,5S,6R,8R,9R,12S,13R,17S,18S,20R)-6-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-8-hydroxy-6,13-dimethyl-14-oxo-7,19-dioxahexacyclo[10.9.0.02,9.05,9.013,18.018,20]henicos-15-en-17-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 + 0.9766 97.66%
Caco-2 - 0.7584 75.84%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.8079 80.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8387 83.87%
OATP1B3 inhibitior - 0.3187 31.87%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9071 90.71%
BSEP inhibitior + 0.9424 94.24%
P-glycoprotein inhibitior + 0.7364 73.64%
P-glycoprotein substrate + 0.5787 57.87%
CYP3A4 substrate + 0.7435 74.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8909 89.09%
CYP3A4 inhibition - 0.6882 68.82%
CYP2C9 inhibition - 0.7965 79.65%
CYP2C19 inhibition - 0.8291 82.91%
CYP2D6 inhibition - 0.9465 94.65%
CYP1A2 inhibition - 0.6722 67.22%
CYP2C8 inhibition + 0.6800 68.00%
CYP inhibitory promiscuity - 0.9030 90.30%
UGT catelyzed - 0.7638 76.38%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5585 55.85%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9389 93.89%
Skin irritation - 0.5619 56.19%
Skin corrosion - 0.9045 90.45%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6696 66.96%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.5717 57.17%
skin sensitisation - 0.8509 85.09%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.6963 69.63%
Acute Oral Toxicity (c) I 0.5437 54.37%
Estrogen receptor binding + 0.8542 85.42%
Androgen receptor binding + 0.7963 79.63%
Thyroid receptor binding + 0.5364 53.64%
Glucocorticoid receptor binding + 0.7505 75.05%
Aromatase binding + 0.7733 77.33%
PPAR gamma + 0.7063 70.63%
Honey bee toxicity - 0.6635 66.35%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9911 99.11%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.37% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.06% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.46% 94.62%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 91.76% 93.04%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.73% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.50% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.48% 94.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 87.44% 90.93%
CHEMBL340 P08684 Cytochrome P450 3A4 87.42% 91.19%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.71% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.65% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.01% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.68% 89.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 85.37% 94.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.28% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.96% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.95% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.79% 95.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.59% 95.71%
CHEMBL2581 P07339 Cathepsin D 83.45% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.35% 82.69%
CHEMBL5028 O14672 ADAM10 80.41% 97.50%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.19% 97.28%

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.
Dunalia brachyacantha

Cross-Links

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PubChem 21670291
LOTUS LTS0004489
wikiData Q105269982