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(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-4-formyl-8,9-dihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2R,3R,5R,6S)-5,6-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

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 e470bdee-1716-4cd9-a71a-414ce6578d84
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-4-formyl-8,9-dihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2R,3R,5R,6S)-5,6-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C=O)OC6C(C(C(C(O6)C(=O)O)O)OC7C(CC(C(O7)O)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)CO)O
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1[C@@H]([C@@]2([C@@H](C[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@@]5(C)C=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O[C@H]7[C@@H](C[C@H]([C@H](O7)O)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]([C@H](O9)CO)O)O)O)C)C)[C@@H]2CC1(C)C)C)O)CO)O
InChI InChI=1S/C57H88O26/c1-9-23(2)46(73)82-44-43(70)57(22-60)25(17-52(44,3)4)24-10-11-31-53(5)14-13-33(54(6,21-59)30(53)12-15-55(31,7)56(24,8)18-32(57)63)78-51-42(81-50-38(68)36(66)35(65)29(19-58)77-50)40(39(69)41(80-51)45(71)72)79-48-28(16-26(61)47(74)83-48)76-49-37(67)34(64)27(62)20-75-49/h9-10,21,25-44,47-51,58,60-70,74H,11-20,22H2,1-8H3,(H,71,72)/b23-9+/t25-,26+,27+,28+,29+,30+,31+,32+,33-,34-,35-,36-,37+,38+,39-,40-,41-,42+,43-,44-,47-,48+,49-,50-,51+,53-,54-,55+,56+,57-/m0/s1
InChI Key XWJPWIWDATVPTN-LFBMLQBRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C57H88O26
Molecular Weight 1189.30 g/mol
Exact Mass 1188.55638291 g/mol
Topological Polar Surface Area (TPSA) 418.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -2.24
H-Bond Acceptor 25
H-Bond Donor 14
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-4-formyl-8,9-dihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-[(E)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2R,3R,5R,6S)-5,6-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7601 76.01%
Caco-2 - 0.8689 86.89%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7819 78.19%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.9673 96.73%
P-glycoprotein inhibitior + 0.7453 74.53%
P-glycoprotein substrate + 0.6686 66.86%
CYP3A4 substrate + 0.7498 74.98%
CYP2C9 substrate - 0.8014 80.14%
CYP2D6 substrate - 0.8846 88.46%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition - 0.8704 87.04%
CYP2C19 inhibition - 0.9216 92.16%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.9009 90.09%
CYP2C8 inhibition + 0.8307 83.07%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8988 89.88%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7843 78.43%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.7628 76.28%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7461 74.61%
Androgen receptor binding + 0.7619 76.19%
Thyroid receptor binding + 0.6272 62.72%
Glucocorticoid receptor binding + 0.7817 78.17%
Aromatase binding + 0.6420 64.20%
PPAR gamma + 0.8186 81.86%
Honey bee toxicity - 0.6098 60.98%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9585 95.85%

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 98.03% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.76% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.22% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 96.05% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.78% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.61% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.73% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.01% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.85% 93.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.67% 95.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.38% 97.25%
CHEMBL2581 P07339 Cathepsin D 86.89% 98.95%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.70% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.75% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.41% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 84.98% 95.93%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 84.97% 94.23%
CHEMBL4302 P08183 P-glycoprotein 1 84.64% 92.98%
CHEMBL5255 O00206 Toll-like receptor 4 83.06% 92.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.98% 94.08%
CHEMBL5028 O14672 ADAM10 82.85% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.51% 94.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.26% 99.17%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.25% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.04% 89.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.41% 97.36%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.04% 97.14%

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.
Camellia sinensis

Cross-Links

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PubChem 163194937
LOTUS LTS0102093
wikiData Q105343446