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3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3-[(2S,3S,4R,5R,6R)-3,4-dimethoxy-6-methyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,14-dihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[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 106e08a2-2e2f-4e7e-afd9-c28183b9f5ba
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
IUPAC Name 3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3-[(2S,3S,4R,5R,6R)-3,4-dimethoxy-6-methyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,14-dihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)C)OC)OC)OC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@H]([C@@H]([C@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@H](CC[C@@]5([C@@H]4CC[C@@]3(C2)O)O)C6=CC(=O)OC6)C)C)OC)OC)O[C@@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
InChI InChI=1S/C37H58O14/c1-18-29(51-32-28(42)27(41)26(40)24(16-38)50-32)30(45-4)31(46-5)33(48-18)49-20-6-10-34(2)22-7-11-35(3)21(19-14-25(39)47-17-19)9-13-37(35,44)23(22)8-12-36(34,43)15-20/h14,18,20-24,26-33,38,40-44H,6-13,15-17H2,1-5H3/t18-,20+,21-,22+,23-,24-,26-,27+,28-,29-,30-,31+,32-,33-,34-,35-,36+,37+/m1/s1
InChI Key OUHBYYBQUGDHFT-UWPMIZSJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H58O14
Molecular Weight 726.80 g/mol
Exact Mass 726.38265652 g/mol
Topological Polar Surface Area (TPSA) 203.00 Ų
XlogP -0.50
Atomic LogP (AlogP) 0.70
H-Bond Acceptor 14
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3-[(2S,3S,4R,5R,6R)-3,4-dimethoxy-6-methyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,14-dihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[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 + 0.8177 81.77%
Caco-2 - 0.8790 87.90%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7900 79.00%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9155 91.55%
OATP1B3 inhibitior + 0.9487 94.87%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.5900 59.00%
P-glycoprotein inhibitior + 0.7332 73.32%
P-glycoprotein substrate + 0.6146 61.46%
CYP3A4 substrate + 0.7082 70.82%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9002 90.02%
CYP3A4 inhibition - 0.9358 93.58%
CYP2C9 inhibition - 0.9140 91.40%
CYP2C19 inhibition - 0.9183 91.83%
CYP2D6 inhibition - 0.9397 93.97%
CYP1A2 inhibition - 0.9208 92.08%
CYP2C8 inhibition + 0.4824 48.24%
CYP inhibitory promiscuity - 0.9347 93.47%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5835 58.35%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9221 92.21%
Skin irritation - 0.5686 56.86%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.7170 71.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7467 74.67%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7927 79.27%
skin sensitisation - 0.9154 91.54%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.9117 91.17%
Acute Oral Toxicity (c) I 0.7685 76.85%
Estrogen receptor binding + 0.7617 76.17%
Androgen receptor binding + 0.8103 81.03%
Thyroid receptor binding - 0.6623 66.23%
Glucocorticoid receptor binding + 0.6255 62.55%
Aromatase binding + 0.6925 69.25%
PPAR gamma + 0.7049 70.49%
Honey bee toxicity - 0.6575 65.75%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9043 90.43%

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 98.98% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.47% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.89% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.30% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 94.86% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.43% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.78% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 92.42% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.91% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 91.56% 94.75%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.88% 97.36%
CHEMBL2581 P07339 Cathepsin D 89.80% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.66% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 88.41% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.50% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.92% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.25% 92.94%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.15% 96.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.53% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.52% 89.00%

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.
Streblus asper

Cross-Links

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PubChem 162857730
LOTUS LTS0190494
wikiData Q105200132