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(2R,3S,4S,6S)-6-[(2R,3S,4S,6S)-4-hydroxy-6-[(2R,3S,4S,6R)-4-hydroxy-6-[[(3S,8R,9S,10R,13R,14S,17S)-14-hydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-2-methyloxan-3-yl]oxy-2-methyloxan-3-yl]oxy-2-methyloxane-3,4-diol

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 b19e8acb-3e54-46c8-9147-fd0347b40c84
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (2R,3S,4S,6S)-6-[(2R,3S,4S,6S)-4-hydroxy-6-[(2R,3S,4S,6R)-4-hydroxy-6-[[(3S,8R,9S,10R,13R,14S,17S)-14-hydroxy-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-2-methyloxan-3-yl]oxy-2-methyloxan-3-yl]oxy-2-methyloxane-3,4-diol
SMILES (Canonical) CC1C(C(CC(O1)OC2C(OC(CC2O)OC3C(OC(CC3O)OC4CCC5(C6CCC7(C(CCC7(C6CC=C5C4)O)C(C)O)C)C)C)C)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2O)O[C@@H]3[C@H](O[C@H](C[C@@H]3O)O[C@H]4CC[C@@]5([C@H]6CC[C@@]7([C@H](CC[C@@]7([C@@H]6CC=C5C4)O)[C@H](C)O)C)C)C)C)O)O
InChI InChI=1S/C39H64O12/c1-19(40)25-11-14-39(45)27-8-7-23-15-24(9-12-37(23,5)26(27)10-13-38(25,39)6)49-31-17-29(42)35(21(3)47-31)51-33-18-30(43)36(22(4)48-33)50-32-16-28(41)34(44)20(2)46-32/h7,19-22,24-36,40-45H,8-18H2,1-6H3/t19-,20+,21+,22+,24-,25+,26-,27+,28-,29-,30-,31-,32-,33-,34+,35+,36+,37-,38+,39-/m0/s1
InChI Key QLHFZUMWECUDIA-LQTPUJLGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H64O12
Molecular Weight 724.90 g/mol
Exact Mass 724.43977747 g/mol
Topological Polar Surface Area (TPSA) 177.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.07
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9360 93.60%
Caco-2 - 0.8924 89.24%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6953 69.53%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8895 88.95%
OATP1B3 inhibitior + 0.8768 87.68%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6821 68.21%
BSEP inhibitior + 0.7742 77.42%
P-glycoprotein inhibitior + 0.7171 71.71%
P-glycoprotein substrate + 0.6483 64.83%
CYP3A4 substrate + 0.6907 69.07%
CYP2C9 substrate - 0.7878 78.78%
CYP2D6 substrate - 0.8346 83.46%
CYP3A4 inhibition - 0.9110 91.10%
CYP2C9 inhibition - 0.9106 91.06%
CYP2C19 inhibition - 0.9017 90.17%
CYP2D6 inhibition - 0.9459 94.59%
CYP1A2 inhibition - 0.7978 79.78%
CYP2C8 inhibition - 0.5897 58.97%
CYP inhibitory promiscuity - 0.9522 95.22%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5260 52.60%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9304 93.04%
Skin irritation + 0.5889 58.89%
Skin corrosion - 0.9242 92.42%
Ames mutagenesis - 0.7054 70.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7690 76.90%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8532 85.32%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.9053 90.53%
Acute Oral Toxicity (c) IV 0.3300 33.00%
Estrogen receptor binding + 0.8212 82.12%
Androgen receptor binding + 0.7577 75.77%
Thyroid receptor binding - 0.6540 65.40%
Glucocorticoid receptor binding + 0.5847 58.47%
Aromatase binding + 0.7048 70.48%
PPAR gamma + 0.7210 72.10%
Honey bee toxicity - 0.7482 74.82%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9659 96.59%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.27% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.22% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.49% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.43% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.05% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.97% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.61% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.11% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 87.90% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.53% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.12% 85.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.09% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.76% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.29% 91.07%
CHEMBL4208 P20618 Proteasome component C5 83.76% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.39% 86.33%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.33% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.59% 92.62%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.00% 90.71%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.15% 82.69%

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.
Hemidesmus indicus

Cross-Links

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PubChem 101664026
LOTUS LTS0260765
wikiData Q105223583