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[(2S,3R,4S,5R,6R)-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-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (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-5-hydroxy-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 c03f465e-fc20-47a2-bea4-ff03b4f9f57e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5R,6R)-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-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (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-5-hydroxy-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) CC(=O)NC1C(C(C(OC1OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(CC(C6(C5CC(CC6)(C)C)C(=O)OC7C(C(C(C(O7)CO)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(CO9)O)OC1C(C(CO1)(CO)O)O)O)O)C)C)C)COC1C(C(C(CO1)O)OC1C(C(C(CO1)O)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)O
SMILES (Isomeric) CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]4([C@@H]3CC=C5[C@]4(C[C@H]([C@@]6([C@H]5CC(CC6)(C)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O[C@H]1[C@@H]([C@](CO1)(CO)O)O)O)O)C)C)C)CO[C@H]1[C@@H]([C@H]([C@H](CO1)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
InChI InChI=1S/C75H121NO39/c1-28(80)76-42-47(90)56(112-65-51(94)48(91)45(88)35(19-77)106-65)37(25-104-61-52(95)54(33(83)23-100-61)110-62-49(92)43(86)31(81)21-101-62)108-60(42)109-41-12-13-71(6)38(70(41,4)5)11-14-72(7)39(71)10-9-29-30-17-69(2,3)15-16-75(30,40(85)18-73(29,72)8)68(98)115-66-58(57(46(89)36(20-78)107-66)113-63-50(93)44(87)32(82)22-102-63)114-64-53(96)55(34(84)24-103-64)111-67-59(97)74(99,26-79)27-105-67/h9,30-67,77-79,81-97,99H,10-27H2,1-8H3,(H,76,80)/t30-,31+,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-,71-,72+,73+,74+,75+/m0/s1
InChI Key SXSKSPKNZBYMKN-XBFMWSLVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C75H121NO39
Molecular Weight 1660.70 g/mol
Exact Mass 1659.7515730 g/mol
Topological Polar Surface Area (TPSA) 619.00 Ų
XlogP -6.00
Atomic LogP (AlogP) -8.43
H-Bond Acceptor 39
H-Bond Donor 22
Rotatable Bonds 21

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R,6R)-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-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (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-5-hydroxy-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 - 0.8597 85.97%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7459 74.59%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3161 31.61%
OATP1B3 inhibitior + 0.9147 91.47%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9799 97.99%
P-glycoprotein inhibitior + 0.7429 74.29%
P-glycoprotein substrate + 0.7025 70.25%
CYP3A4 substrate + 0.7560 75.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8736 87.36%
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 + 0.8093 80.93%
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 - 0.8963 89.63%
Skin irritation - 0.6970 69.70%
Skin corrosion - 0.9249 92.49%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7836 78.36%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.8553 85.53%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7101 71.01%
Acute Oral Toxicity (c) III 0.6762 67.62%
Estrogen receptor binding + 0.6387 63.87%
Androgen receptor binding + 0.7601 76.01%
Thyroid receptor binding + 0.7213 72.13%
Glucocorticoid receptor binding + 0.8079 80.79%
Aromatase binding + 0.6931 69.31%
PPAR gamma + 0.8149 81.49%
Honey bee toxicity - 0.6240 62.40%
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 98.56% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.45% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.03% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.57% 97.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 91.99% 94.33%
CHEMBL226 P30542 Adenosine A1 receptor 91.30% 95.93%
CHEMBL2581 P07339 Cathepsin D 90.35% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 90.16% 95.50%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.70% 95.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.05% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.96% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.45% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.87% 92.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.59% 91.24%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.27% 97.14%
CHEMBL5028 O14672 ADAM10 84.25% 97.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 84.16% 96.90%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.01% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.91% 96.61%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.80% 94.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.46% 95.83%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.37% 95.89%
CHEMBL3085 P43003 Excitatory amino acid transporter 1 81.96% 94.67%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.56% 97.36%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.83% 96.77%
CHEMBL4581 P52732 Kinesin-like protein 1 80.69% 93.18%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.48% 97.21%
CHEMBL340 P08684 Cytochrome P450 3A4 80.39% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.25% 97.25%

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 44566574
NPASS NPC475394
ChEMBL CHEMBL504806
LOTUS LTS0016922
wikiData Q105263300