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3-[3-[3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-11,14-dihydroxy-10-(hydroxymethyl)-13-methyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-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 64315afa-97a3-406f-9cb0-03b279b75ad9
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[3-[3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-11,14-dihydroxy-10-(hydroxymethyl)-13-methyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC12CC(C3C(C1(CCC2C4=CC(=O)OC4)O)CCC5C3(CCC(C5)OC6C(C(C(C(O6)CO)O)OC)O)CO)O
SMILES (Isomeric) CC12CC(C3C(C1(CCC2C4=CC(=O)OC4)O)CCC5C3(CCC(C5)OC6C(C(C(C(O6)CO)O)OC)O)CO)O
InChI InChI=1S/C30H46O11/c1-28-11-20(33)23-19(30(28,37)8-6-18(28)15-9-22(34)39-13-15)4-3-16-10-17(5-7-29(16,23)14-32)40-27-25(36)26(38-2)24(35)21(12-31)41-27/h9,16-21,23-27,31-33,35-37H,3-8,10-14H2,1-2H3
InChI Key WWCOVOOGLZPLFS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O11
Molecular Weight 582.70 g/mol
Exact Mass 582.30401228 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP -0.80
Atomic LogP (AlogP) 0.03
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[3-[3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-11,14-dihydroxy-10-(hydroxymethyl)-13-methyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9022 90.22%
Caco-2 - 0.8717 87.17%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8013 80.13%
OATP2B1 inhibitior - 0.6073 60.73%
OATP1B1 inhibitior + 0.9148 91.48%
OATP1B3 inhibitior + 0.9612 96.12%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9349 93.49%
BSEP inhibitior - 0.5852 58.52%
P-glycoprotein inhibitior - 0.4726 47.26%
P-glycoprotein substrate + 0.6392 63.92%
CYP3A4 substrate + 0.7275 72.75%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9020 90.20%
CYP3A4 inhibition - 0.9058 90.58%
CYP2C9 inhibition - 0.9183 91.83%
CYP2C19 inhibition - 0.9209 92.09%
CYP2D6 inhibition - 0.9293 92.93%
CYP1A2 inhibition - 0.9169 91.69%
CYP2C8 inhibition + 0.4773 47.73%
CYP inhibitory promiscuity - 0.8729 87.29%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5830 58.30%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9340 93.40%
Skin irritation - 0.6111 61.11%
Skin corrosion - 0.9433 94.33%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8244 82.44%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.6967 69.67%
skin sensitisation - 0.9178 91.78%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.5535 55.35%
Acute Oral Toxicity (c) I 0.7882 78.82%
Estrogen receptor binding + 0.8228 82.28%
Androgen receptor binding + 0.8192 81.92%
Thyroid receptor binding - 0.6271 62.71%
Glucocorticoid receptor binding + 0.5861 58.61%
Aromatase binding + 0.6745 67.45%
PPAR gamma + 0.5579 55.79%
Honey bee toxicity - 0.6544 65.44%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.8974 89.74%

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 99.00% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.92% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.24% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.13% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 97.48% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.74% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 96.16% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.08% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.04% 86.33%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.34% 96.21%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.02% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.99% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.58% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.57% 94.00%
CHEMBL2581 P07339 Cathepsin D 85.28% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.37% 92.62%
CHEMBL5255 O00206 Toll-like receptor 4 83.73% 92.50%
CHEMBL226 P30542 Adenosine A1 receptor 82.87% 95.93%
CHEMBL3038469 P24941 CDK2/Cyclin A 82.27% 91.38%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.29% 82.69%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.27% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.47% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.31% 97.14%

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.
Streblus asper

Cross-Links

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PubChem 73816544
LOTUS LTS0066807
wikiData Q105313926