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[(2S,3R,4S,5R,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

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 60ff0d94-41ed-4987-a0e3-637b744e9d2b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5R,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C77H123NO41/c1-28(81)78-44-49(93)58(116-67-53(97)50(94)47(91)36(19-79)110-67)38(25-108-63-54(98)56(34(85)22-104-63)114-64-51(95)45(89)32(83)20-105-64)112-62(44)113-43-13-14-73(7)39(72(43,5)6)12-15-74(8)40(73)11-10-30-31-16-71(3,4)41(87)18-77(31,42(88)17-75(30,74)9)70(101)119-68-60(118-66-55(99)57(35(86)23-107-66)115-69-61(100)76(102,26-80)27-109-69)59(48(92)37(111-68)24-103-29(2)82)117-65-52(96)46(90)33(84)21-106-65/h10,31-69,79-80,83-100,102H,11-27H2,1-9H3,(H,78,81)/t31-,32+,33+,34-,35+,36+,37+,38+,39-,40+,41-,42+,43-,44+,45-,46-,47+,48+,49+,50-,51+,52+,53+,54+,55+,56-,57-,58+,59-,60+,61-,62-,63-,64-,65-,66-,67-,68-,69-,73-,74+,75+,76+,77+/m0/s1
InChI Key NQBZXEHUOWQPDD-MPUPNTCASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C77H123NO41
Molecular Weight 1718.80 g/mol
Exact Mass 1717.7570523 g/mol
Topological Polar Surface Area (TPSA) 645.00 Ų
XlogP -7.30
Atomic LogP (AlogP) -8.89
H-Bond Acceptor 41
H-Bond Donor 22
Rotatable Bonds 22

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (3S,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6835 68.35%
Caco-2 - 0.8582 85.82%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7459 74.59%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7331 73.31%
OATP1B3 inhibitior + 0.9147 91.47%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9730 97.30%
P-glycoprotein inhibitior + 0.7426 74.26%
P-glycoprotein substrate + 0.7445 74.45%
CYP3A4 substrate + 0.7590 75.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8766 87.66%
CYP3A4 inhibition - 0.8934 89.34%
CYP2C9 inhibition - 0.8847 88.47%
CYP2C19 inhibition - 0.8986 89.86%
CYP2D6 inhibition - 0.9432 94.32%
CYP1A2 inhibition - 0.9059 90.59%
CYP2C8 inhibition + 0.8346 83.46%
CYP inhibitory promiscuity - 0.8193 81.93%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Danger 0.4535 45.35%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.8959 89.59%
Skin irritation - 0.6970 69.70%
Skin corrosion - 0.9249 92.49%
Ames mutagenesis - 0.6070 60.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7591 75.91%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8553 85.53%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.5817 58.17%
Acute Oral Toxicity (c) III 0.6762 67.62%
Estrogen receptor binding + 0.5770 57.70%
Androgen receptor binding + 0.7630 76.30%
Thyroid receptor binding + 0.7594 75.94%
Glucocorticoid receptor binding + 0.8210 82.10%
Aromatase binding + 0.7231 72.31%
PPAR gamma + 0.8121 81.21%
Honey bee toxicity - 0.6026 60.26%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9407 94.07%

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 97.90% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.25% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.57% 96.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 93.91% 94.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.27% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.14% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 91.71% 95.93%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.56% 95.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.84% 91.24%
CHEMBL1937 Q92769 Histone deacetylase 2 89.98% 94.75%
CHEMBL2581 P07339 Cathepsin D 89.00% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 88.85% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.83% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.68% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.88% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.31% 95.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.01% 97.21%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 86.32% 96.90%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.88% 95.83%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.20% 94.00%
CHEMBL5028 O14672 ADAM10 85.16% 97.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.91% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.01% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.86% 97.14%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.27% 89.67%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.19% 96.77%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.01% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 81.98% 94.73%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.53% 95.71%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 81.30% 97.47%
CHEMBL3085 P43003 Excitatory amino acid transporter 1 81.04% 94.67%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.67% 96.95%

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.
Entada africana

Cross-Links

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PubChem 44566575
NPASS NPC475892
ChEMBL CHEMBL518082
LOTUS LTS0029530
wikiData Q105183702