(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(2S,4aR,4bS,6aS,11aS,11bR)-4a,6a,7-trimethyl-8-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-2,3,4,4b,5,6,11,11a,11b,12-decahydro-1H-indeno[2,1-a]phenanthren-2-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

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Internal ID 27714516-6b87-4f69-b165-98f6b892d324
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(2S,4aR,4bS,6aS,11aS,11bR)-4a,6a,7-trimethyl-8-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-2,3,4,4b,5,6,11,11a,11b,12-decahydro-1H-indeno[2,1-a]phenanthren-2-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6(C(C5CC=C4C3)CC7=C6C(=C(C=C7)CCC(C)COC8C(C(C(C(O8)CO)O)O)O)C)C)C)CO)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3CC[C@@]4([C@H]5CC[C@]6([C@H]([C@@H]5CC=C4C3)CC7=C6C(=C(C=C7)CC[C@@H](C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)C)CO)O)O)O)O)O
InChI InChI=1S/C47H72O16/c1-21(20-58-43-40(56)38(54)35(51)31(18-48)61-43)6-7-24-8-9-25-16-30-28-11-10-26-17-27(12-14-46(26,4)29(28)13-15-47(30,5)33(25)22(24)2)60-45-42(39(55)36(52)32(19-49)62-45)63-44-41(57)37(53)34(50)23(3)59-44/h8-10,21,23,27-32,34-45,48-57H,6-7,11-20H2,1-5H3/t21-,23+,27+,28-,29+,30+,31-,32-,34+,35-,36-,37-,38+,39+,40-,41-,42-,43-,44+,45-,46+,47+/m1/s1
InChI Key TYNMTBPAIPPBDQ-DMUREXHGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H72O16
Molecular Weight 893.10 g/mol
Exact Mass 892.48203620 g/mol
Topological Polar Surface Area (TPSA) 258.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 0.39
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(2S,4aR,4bS,6aS,11aS,11bR)-4a,6a,7-trimethyl-8-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-2,3,4,4b,5,6,11,11a,11b,12-decahydro-1H-indeno[2,1-a]phenanthren-2-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-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 + 0.7519 75.19%
Caco-2 - 0.8776 87.76%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7724 77.24%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8656 86.56%
OATP1B3 inhibitior + 0.8026 80.26%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8490 84.90%
P-glycoprotein inhibitior + 0.7419 74.19%
P-glycoprotein substrate + 0.6771 67.71%
CYP3A4 substrate + 0.7438 74.38%
CYP2C9 substrate - 0.8057 80.57%
CYP2D6 substrate - 0.8000 80.00%
CYP3A4 inhibition - 0.9396 93.96%
CYP2C9 inhibition - 0.8887 88.87%
CYP2C19 inhibition - 0.8743 87.43%
CYP2D6 inhibition - 0.9240 92.40%
CYP1A2 inhibition - 0.8006 80.06%
CYP2C8 inhibition + 0.7174 71.74%
CYP inhibitory promiscuity - 0.8472 84.72%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6371 63.71%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9097 90.97%
Skin irritation - 0.6573 65.73%
Skin corrosion - 0.9492 94.92%
Ames mutagenesis - 0.8154 81.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8469 84.69%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.8476 84.76%
skin sensitisation - 0.9140 91.40%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.9103 91.03%
Acute Oral Toxicity (c) III 0.3871 38.71%
Estrogen receptor binding + 0.8353 83.53%
Androgen receptor binding + 0.7587 75.87%
Thyroid receptor binding + 0.5553 55.53%
Glucocorticoid receptor binding + 0.6769 67.69%
Aromatase binding + 0.6455 64.55%
PPAR gamma + 0.7768 77.68%
Honey bee toxicity - 0.6480 64.80%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9776 97.76%

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 98.61% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.47% 91.11%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 98.05% 89.05%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.26% 97.36%
CHEMBL2581 P07339 Cathepsin D 95.01% 98.95%
CHEMBL233 P35372 Mu opioid receptor 93.69% 97.93%
CHEMBL226 P30542 Adenosine A1 receptor 93.32% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.95% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 92.71% 94.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.31% 97.25%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 92.18% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.90% 93.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.77% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.16% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.93% 95.89%
CHEMBL1907 P15144 Aminopeptidase N 89.39% 93.31%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.20% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.34% 94.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.33% 91.71%
CHEMBL4581 P52732 Kinesin-like protein 1 84.81% 93.18%
CHEMBL3401 O75469 Pregnane X receptor 84.45% 94.73%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.17% 96.47%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.80% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.76% 95.56%
CHEMBL220 P22303 Acetylcholinesterase 82.63% 94.45%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 82.39% 86.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.12% 96.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.86% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.48% 92.62%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.74% 97.33%
CHEMBL5805 Q9NR97 Toll-like receptor 8 80.60% 96.25%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.33% 96.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.32% 99.17%

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.
Paris polyphylla

Cross-Links

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PubChem 163193830
LOTUS LTS0167644
wikiData Q105267439