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[(2S,3R,4S,5S,6R)-3,5-bis[[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy]-4-hydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aR,6bR,7S,8R,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-7,8-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 0ef9aef4-4264-45ad-acfa-f99d141e35eb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S,6R)-3,5-bis[[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy]-4-hydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aR,6bR,7S,8R,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-7,8-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) CC(=O)NC1C(C(C(OC1OC2CCC3(C4CC=C5C6CC(CCC6(CCC5(C4(C(C(C3C2(C)C)O)O)C)C)C(=O)OC7C(C(C(C(O7)CO)OC8C(C(CO8)(CO)O)O)O)OC9C(C(CO9)(CO)O)O)(C)C)C)COC1C(C(C(CO1)O)O)O)O)OC1C(C(C(CO1)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]4CC=C5[C@@H]6CC(CC[C@@]6(CC[C@]5([C@@]4([C@@H]([C@@H]([C@H]3C2(C)C)O)O)C)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@](CO8)(CO)O)O)O)O[C@H]9[C@@H]([C@](CO9)(CO)O)O)(C)C)C)CO[C@H]1[C@@H]([C@H]([C@H](CO1)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O
InChI InChI=1S/C64H103NO31/c1-26(69)65-35-44(94-52-40(76)37(73)30(71)20-86-52)38(74)32(21-87-51-39(75)36(72)29(70)19-85-51)91-50(35)92-34-11-12-59(6)33-10-9-27-28-17-57(2,3)13-15-62(28,16-14-60(27,7)61(33,8)47(79)42(78)46(59)58(34,4)5)56(82)96-53-45(95-55-49(81)64(84,23-68)25-89-55)41(77)43(31(18-66)90-53)93-54-48(80)63(83,22-67)24-88-54/h9,28-55,66-68,70-81,83-84H,10-25H2,1-8H3,(H,65,69)/t28-,29-,30+,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-,59+,60+,61-,62-,63+,64+/m0/s1
InChI Key YHLPKULLIREXRD-YXGUKZSPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C64H103NO31
Molecular Weight 1382.50 g/mol
Exact Mass 1381.6514055 g/mol
Topological Polar Surface Area (TPSA) 501.00 Ų
XlogP -4.80
Atomic LogP (AlogP) -5.74
H-Bond Acceptor 31
H-Bond Donor 18
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-3,5-bis[[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy]-4-hydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aR,6bR,7S,8R,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-7,8-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 - 0.8622 86.22%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7459 74.59%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8102 81.02%
OATP1B3 inhibitior + 0.9147 91.47%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9793 97.93%
P-glycoprotein inhibitior + 0.7434 74.34%
P-glycoprotein substrate + 0.6885 68.85%
CYP3A4 substrate + 0.7506 75.06%
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 + 0.7723 77.23%
CYP inhibitory promiscuity - 0.8193 81.93%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Danger 0.4535 45.35%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.8967 89.67%
Skin irritation - 0.6970 69.70%
Skin corrosion - 0.9249 92.49%
Ames mutagenesis - 0.5770 57.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7666 76.66%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.7250 72.50%
skin sensitisation - 0.8553 85.53%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.5342 53.42%
Acute Oral Toxicity (c) III 0.6762 67.62%
Estrogen receptor binding + 0.6617 66.17%
Androgen receptor binding + 0.7642 76.42%
Thyroid receptor binding + 0.7010 70.10%
Glucocorticoid receptor binding + 0.8125 81.25%
Aromatase binding + 0.7046 70.46%
PPAR gamma + 0.8092 80.92%
Honey bee toxicity - 0.6344 63.44%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5450 54.50%
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 99.23% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 95.60% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.80% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.69% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.12% 94.45%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 92.13% 94.33%
CHEMBL2581 P07339 Cathepsin D 91.73% 98.95%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 91.08% 95.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 91.05% 95.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.74% 97.36%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.16% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.00% 95.56%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 88.00% 96.90%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.63% 97.21%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.46% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 86.45% 92.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 86.29% 96.38%
CHEMBL340 P08684 Cytochrome P450 3A4 85.76% 91.19%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.35% 95.83%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.20% 96.77%
CHEMBL5028 O14672 ADAM10 84.50% 97.50%
CHEMBL3401 O75469 Pregnane X receptor 83.03% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.56% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.05% 86.92%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.98% 97.14%
CHEMBL4581 P52732 Kinesin-like protein 1 80.81% 93.18%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.46% 97.28%

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 rheedii

Cross-Links

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PubChem 162876611
LOTUS LTS0261124
wikiData Q105348500