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(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[(2R,3R,4S,6R)-6-[[(3S,8R,9S,10R,13R,14R,17S)-14-hydroxy-17-[(1R)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

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 cac334f9-d044-4ef9-a3d8-53536f99e2bf
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[(2R,3R,4S,6R)-6-[[(3S,8R,9S,10R,13R,14R,17S)-14-hydroxy-17-[(1R)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1C(C(CC(O1)OC2CCC3(C4CCC5(C(CCC5(C4CC=C3C2)O)C(C)O)C)C)OC)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@]5([C@H](CC[C@]5([C@@H]4CC=C3C2)O)[C@@H](C)O)C)C)OC)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O
InChI InChI=1S/C40H66O16/c1-18(43)22-10-13-40(49)24-7-6-20-14-21(8-11-38(20,3)23(24)9-12-39(22,40)4)52-28-15-25(50-5)34(19(2)51-28)55-37-33(48)31(46)35(27(17-42)54-37)56-36-32(47)30(45)29(44)26(16-41)53-36/h6,18-19,21-37,41-49H,7-17H2,1-5H3/t18-,19-,21+,22-,23+,24-,25+,26-,27-,28+,29-,30+,31-,32-,33-,34-,35-,36+,37+,38+,39-,40-/m1/s1
InChI Key BTERRLKCFDVHMP-GIXQPFLPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H66O16
Molecular Weight 802.90 g/mol
Exact Mass 802.43508601 g/mol
Topological Polar Surface Area (TPSA) 247.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -0.39
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[(2R,3R,4S,6R)-6-[[(3S,8R,9S,10R,13R,14R,17S)-14-hydroxy-17-[(1R)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6883 68.83%
Caco-2 - 0.8900 89.00%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6871 68.71%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8697 86.97%
OATP1B3 inhibitior + 0.8726 87.26%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.6767 67.67%
P-glycoprotein inhibitior + 0.7156 71.56%
P-glycoprotein substrate + 0.6312 63.12%
CYP3A4 substrate + 0.7246 72.46%
CYP2C9 substrate - 0.7965 79.65%
CYP2D6 substrate - 0.8459 84.59%
CYP3A4 inhibition - 0.9630 96.30%
CYP2C9 inhibition - 0.9225 92.25%
CYP2C19 inhibition - 0.9112 91.12%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.9167 91.67%
CYP2C8 inhibition + 0.6064 60.64%
CYP inhibitory promiscuity - 0.9551 95.51%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6001 60.01%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9208 92.08%
Skin irritation - 0.5781 57.81%
Skin corrosion - 0.9454 94.54%
Ames mutagenesis - 0.8354 83.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7798 77.98%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.9142 91.42%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9390 93.90%
Acute Oral Toxicity (c) I 0.4817 48.17%
Estrogen receptor binding + 0.8214 82.14%
Androgen receptor binding + 0.7591 75.91%
Thyroid receptor binding - 0.6014 60.14%
Glucocorticoid receptor binding + 0.6009 60.09%
Aromatase binding + 0.6636 66.36%
PPAR gamma + 0.7287 72.87%
Honey bee toxicity - 0.6391 63.91%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.8242 82.42%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.01% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.28% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.80% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.07% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.33% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.19% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.78% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.44% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.00% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.82% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.35% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.58% 97.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.44% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 85.13% 97.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.94% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.78% 94.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.54% 97.33%
CHEMBL4208 P20618 Proteasome component C5 80.77% 90.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.00% 95.50%

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.
Adenia cissampeloides

Cross-Links

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PubChem 162867669
LOTUS LTS0110538
wikiData Q104945558