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(2R,3R,4S,5S,6R)-2-[[(3S,8R,9S,10R,12S,13S,14R,16S,17R)-12-hydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-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 a684d0fc-9612-4137-9f07-228a569c0a38
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(3S,8R,9S,10R,12S,13S,14R,16S,17R)-12-hydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(C)CCCC(C)C1C(CC2C1(C(CC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)O)C)OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) C[C@H](CCCC(C)C)[C@H]1[C@H](C[C@H]2[C@@]1([C@H](C[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
InChI InChI=1S/C39H66O13/c1-18(2)7-6-8-19(3)29-25(50-37-35(48)33(46)31(44)27(17-41)52-37)14-24-22-10-9-20-13-21(49-36-34(47)32(45)30(43)26(16-40)51-36)11-12-38(20,4)23(22)15-28(42)39(24,29)5/h9,18-19,21-37,40-48H,6-8,10-17H2,1-5H3/t19-,21+,22-,23+,24-,25+,26-,27-,28+,29+,30-,31-,32+,33+,34-,35-,36-,37-,38+,39-/m1/s1
InChI Key CCWZMAUUZZHJLK-PTGOWILMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C39H66O13
Molecular Weight 742.90 g/mol
Exact Mass 742.45034216 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 0.98
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(3S,8R,9S,10R,12S,13S,14R,16S,17R)-12-hydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-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 + 0.7547 75.47%
Caco-2 - 0.8761 87.61%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7664 76.64%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9115 91.15%
OATP1B3 inhibitior - 0.2571 25.71%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.7585 75.85%
P-glycoprotein inhibitior + 0.6966 69.66%
P-glycoprotein substrate + 0.5825 58.25%
CYP3A4 substrate + 0.7184 71.84%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9485 94.85%
CYP2C9 inhibition - 0.8767 87.67%
CYP2C19 inhibition - 0.9161 91.61%
CYP2D6 inhibition - 0.9371 93.71%
CYP1A2 inhibition - 0.9112 91.12%
CYP2C8 inhibition + 0.6392 63.92%
CYP inhibitory promiscuity - 0.9421 94.21%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6022 60.22%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9199 91.99%
Skin irritation - 0.5835 58.35%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis - 0.7937 79.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7304 73.04%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.8992 89.92%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.7972 79.72%
Acute Oral Toxicity (c) III 0.5598 55.98%
Estrogen receptor binding + 0.7700 77.00%
Androgen receptor binding + 0.7099 70.99%
Thyroid receptor binding - 0.5886 58.86%
Glucocorticoid receptor binding - 0.6019 60.19%
Aromatase binding + 0.6088 60.88%
PPAR gamma + 0.6520 65.20%
Honey bee toxicity - 0.7393 73.93%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5655 56.55%
Fish aquatic toxicity + 0.9262 92.62%

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 98.58% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.26% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 97.90% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.51% 97.09%
CHEMBL2581 P07339 Cathepsin D 93.57% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.97% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.94% 97.25%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.08% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.71% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.56% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 88.17% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.98% 95.89%
CHEMBL237 P41145 Kappa opioid receptor 86.56% 98.10%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.27% 100.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.62% 94.62%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.04% 92.88%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.01% 94.08%
CHEMBL2996 Q05655 Protein kinase C delta 81.56% 97.79%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.47% 98.05%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.99% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.55% 99.17%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.13% 90.08%

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.
Balanites aegyptiaca

Cross-Links

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PubChem 163001893
LOTUS LTS0252189
wikiData Q104667826