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[(2R,3R,4S,5S)-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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 f16cc791-37d3-4b23-a2d9-e72dbd4a1f34
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2R,3R,4S,5S)-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(COC(C2O)OC3C(OC(C(C3OC4C(C(CO4)(CO)O)O)O)OC5C(C(COC5OC(=O)C67CCC(CC6C8=CCC9C(C8(CC7O)C)(CCC1C9(CC(C(C1(C)CO)OC1C(C(C(C(O1)CO)O)O)O)O)C)C)(C)C)O)O)C)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](CO[C@H]([C@@H]2O)O[C@H]3[C@@H](O[C@H]([C@@H]([C@@H]3O[C@H]4[C@@H]([C@](CO4)(CO)O)O)O)O[C@@H]5[C@H]([C@H](CO[C@@H]5OC(=O)[C@]67CCC(C[C@H]6C8=CC[C@H]9[C@]([C@@]8(C[C@H]7O)C)(CC[C@@H]1[C@@]9(C[C@@H]([C@@H]([C@@]1(C)CO)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)C)C)(C)C)O)O)C)O)O)O)O
InChI InChI=1S/C63H102O31/c1-24-35(71)38(74)40(76)51(86-24)90-45-30(69)20-83-50(42(45)78)89-44-25(2)87-53(43(79)46(44)91-55-48(80)62(82,22-66)23-85-55)92-47-36(72)29(68)19-84-54(47)94-56(81)63-14-13-57(3,4)15-27(63)26-9-10-33-58(5)16-28(67)49(93-52-41(77)39(75)37(73)31(18-64)88-52)59(6,21-65)32(58)11-12-60(33,7)61(26,8)17-34(63)70/h9,24-25,27-55,64-80,82H,10-23H2,1-8H3/t24-,25-,27-,28-,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-,58-,59-,60+,61+,62+,63+/m0/s1
InChI Key XUBXDZPIGMEKOP-VHIZLXPMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C63H102O31
Molecular Weight 1355.50 g/mol
Exact Mass 1354.6405065 g/mol
Topological Polar Surface Area (TPSA) 492.00 Ų
XlogP -3.60
Atomic LogP (AlogP) -5.50
H-Bond Acceptor 31
H-Bond Donor 18
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5S)-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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 + 0.8593 85.93%
Caco-2 - 0.8703 87.03%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8538 85.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7026 70.26%
OATP1B3 inhibitior - 0.2138 21.38%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9561 95.61%
P-glycoprotein inhibitior + 0.7443 74.43%
P-glycoprotein substrate + 0.6933 69.33%
CYP3A4 substrate + 0.7450 74.50%
CYP2C9 substrate - 0.7973 79.73%
CYP2D6 substrate - 0.8649 86.49%
CYP3A4 inhibition - 0.9081 90.81%
CYP2C9 inhibition - 0.8652 86.52%
CYP2C19 inhibition - 0.9198 91.98%
CYP2D6 inhibition - 0.9299 92.99%
CYP1A2 inhibition - 0.9086 90.86%
CYP2C8 inhibition + 0.7837 78.37%
CYP inhibitory promiscuity - 0.9357 93.57%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5124 51.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8978 89.78%
Skin irritation - 0.5174 51.74%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7778 77.78%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7625 76.25%
skin sensitisation - 0.9021 90.21%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.6496 64.96%
Acute Oral Toxicity (c) III 0.6216 62.16%
Estrogen receptor binding + 0.7696 76.96%
Androgen receptor binding + 0.7588 75.88%
Thyroid receptor binding + 0.6602 66.02%
Glucocorticoid receptor binding + 0.8022 80.22%
Aromatase binding + 0.6682 66.82%
PPAR gamma + 0.8246 82.46%
Honey bee toxicity - 0.6614 66.14%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5150 51.50%
Fish aquatic toxicity + 0.9565 95.65%

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
CHEMBL3714130 P46095 G-protein coupled receptor 6 98.71% 97.36%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.67% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 95.20% 95.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.38% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.75% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.42% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.28% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.17% 96.77%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.93% 97.25%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 89.86% 87.67%
CHEMBL226 P30542 Adenosine A1 receptor 89.18% 95.93%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.04% 91.24%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.00% 86.92%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.96% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.26% 100.00%
CHEMBL4302 P08183 P-glycoprotein 1 87.88% 92.98%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.72% 94.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.43% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.81% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.74% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 85.17% 94.75%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.48% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.36% 99.23%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 84.28% 91.65%
CHEMBL218 P21554 Cannabinoid CB1 receptor 83.67% 96.61%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 83.56% 81.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.17% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.30% 92.94%
CHEMBL2243 O00519 Anandamide amidohydrolase 80.25% 97.53%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 80.06% 97.86%

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.
Duranta erecta

Cross-Links

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PubChem 101008963
LOTUS LTS0023670
wikiData Q105342093