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(1S,2S,3'R,4S,4'R,6S,7S,8R,9R,10S,13S,14R,17S,18S,19R,21R)-7,8,18-trihydroxy-17-methoxy-3',4',8,10,14-pentamethylspiro[5,20-dioxahexacyclo[11.9.0.02,10.04,9.014,19.019,21]docosane-6,5'-oxolane]-2',15-dione

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 c928d1dd-8281-4b72-8044-2b6e1c301b7b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2S,3'R,4S,4'R,6S,7S,8R,9R,10S,13S,14R,17S,18S,19R,21R)-7,8,18-trihydroxy-17-methoxy-3',4',8,10,14-pentamethylspiro[5,20-dioxahexacyclo[11.9.0.02,10.04,9.014,19.019,21]docosane-6,5'-oxolane]-2',15-dione
SMILES (Canonical) CC1C(C2(C(C(C3C(O2)CC4C3(CCC5C4CC6C7(C5(C(=O)CC(C7O)OC)C)O6)C)(C)O)O)OC1=O)C
SMILES (Isomeric) C[C@@H]1[C@H]([C@@]2([C@H]([C@]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4C[C@@H]6[C@]7([C@@]5(C(=O)C[C@@H]([C@@H]7O)OC)C)O6)C)(C)O)O)OC1=O)C
InChI InChI=1S/C29H42O9/c1-12-13(2)29(38-23(12)32)24(33)27(5,34)21-17(36-29)10-16-14-9-20-28(37-20)22(31)18(35-6)11-19(30)26(28,4)15(14)7-8-25(16,21)3/h12-18,20-22,24,31,33-34H,7-11H2,1-6H3/t12-,13-,14-,15+,16+,17+,18+,20-,21+,22+,24+,25+,26+,27-,28+,29+/m1/s1
InChI Key FMXASOLJOQKFKS-OOULDRSCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O9
Molecular Weight 534.60 g/mol
Exact Mass 534.28288291 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 1.59
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,3'R,4S,4'R,6S,7S,8R,9R,10S,13S,14R,17S,18S,19R,21R)-7,8,18-trihydroxy-17-methoxy-3',4',8,10,14-pentamethylspiro[5,20-dioxahexacyclo[11.9.0.02,10.04,9.014,19.019,21]docosane-6,5'-oxolane]-2',15-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8143 81.43%
Caco-2 - 0.7953 79.53%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.7407 74.07%
OATP2B1 inhibitior - 0.8583 85.83%
OATP1B1 inhibitior + 0.8795 87.95%
OATP1B3 inhibitior + 0.8829 88.29%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6821 68.21%
BSEP inhibitior - 0.5370 53.70%
P-glycoprotein inhibitior - 0.4385 43.85%
P-glycoprotein substrate + 0.5885 58.85%
CYP3A4 substrate + 0.7463 74.63%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8556 85.56%
CYP3A4 inhibition - 0.7857 78.57%
CYP2C9 inhibition - 0.8242 82.42%
CYP2C19 inhibition - 0.7923 79.23%
CYP2D6 inhibition - 0.9461 94.61%
CYP1A2 inhibition - 0.7018 70.18%
CYP2C8 inhibition + 0.5702 57.02%
CYP inhibitory promiscuity - 0.9806 98.06%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6026 60.26%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9281 92.81%
Skin irritation - 0.6436 64.36%
Skin corrosion - 0.8890 88.90%
Ames mutagenesis - 0.6554 65.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5576 55.76%
Micronuclear - 0.7000 70.00%
Hepatotoxicity + 0.6606 66.06%
skin sensitisation - 0.8844 88.44%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.5653 56.53%
Acute Oral Toxicity (c) I 0.3693 36.93%
Estrogen receptor binding + 0.6320 63.20%
Androgen receptor binding + 0.7804 78.04%
Thyroid receptor binding - 0.5288 52.88%
Glucocorticoid receptor binding + 0.6734 67.34%
Aromatase binding + 0.7253 72.53%
PPAR gamma + 0.6230 62.30%
Honey bee toxicity - 0.5613 56.13%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6800 68.00%
Fish aquatic toxicity + 0.9431 94.31%

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
CHEMBL204 P00734 Thrombin 96.40% 96.01%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.43% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.23% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.01% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.26% 97.25%
CHEMBL1902 P62942 FK506-binding protein 1A 89.17% 97.05%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.56% 92.94%
CHEMBL1871 P10275 Androgen Receptor 88.03% 96.43%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.97% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.74% 97.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.52% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.52% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.33% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.93% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.24% 94.75%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.24% 97.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.70% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.54% 94.00%

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.
Physalis philadelphica

Cross-Links

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PubChem 162984569
LOTUS LTS0264826
wikiData Q104998121