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(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9S,10R,11R,12aS,14aR,14bR)-9,10-dihydroxy-4,11-bis(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-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 e3112fae-af3a-447f-822a-8ca2ce7a7a49
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,8aR,9S,10R,11R,12aS,14aR,14bR)-9,10-dihydroxy-4,11-bis(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(C(C8O)O)(C)CO)C)C)C)C)C(=O)O)O)O)CO)O)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]([C@H]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@H]([C@@]4(C)CO)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7C[C@]([C@H]([C@H]8O)O)(C)CO)C)C)C)C)C(=O)O)O)O)CO)O)O)O)O)O
InChI InChI=1S/C48H78O20/c1-20-27(52)29(54)33(58)40(63-20)67-35-30(55)28(53)23(17-49)64-41(35)68-36-32(57)31(56)34(39(61)62)66-42(36)65-26-11-12-45(4)24(46(26,5)19-51)10-13-48(7)25(45)9-8-21-22-16-43(2,18-50)37(59)38(60)44(22,3)14-15-47(21,48)6/h8,20,22-38,40-42,49-60H,9-19H2,1-7H3,(H,61,62)/t20-,22-,23+,24+,25+,26-,27-,28-,29+,30-,31-,32-,33+,34-,35+,36+,37-,38+,40+,41-,42+,43+,44+,45-,46+,47+,48+/m0/s1
InChI Key OCIVJMXBKNHHJK-HNKZFGLDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H78O20
Molecular Weight 975.10 g/mol
Exact Mass 974.50864487 g/mol
Topological Polar Surface Area (TPSA) 335.00 Ų
XlogP 0.50
Atomic LogP (AlogP) -1.35
H-Bond Acceptor 19
H-Bond Donor 13
Rotatable Bonds 10

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,8aR,9S,10R,11R,12aS,14aR,14bR)-9,10-dihydroxy-4,11-bis(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-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 + 0.6937 69.37%
Caco-2 - 0.9214 92.14%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8456 84.56%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8280 82.80%
OATP1B3 inhibitior - 0.4567 45.67%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.7610 76.10%
P-glycoprotein inhibitior + 0.7482 74.82%
P-glycoprotein substrate - 0.6448 64.48%
CYP3A4 substrate + 0.7283 72.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.9614 96.14%
CYP2C9 inhibition - 0.9293 92.93%
CYP2C19 inhibition - 0.9190 91.90%
CYP2D6 inhibition - 0.9502 95.02%
CYP1A2 inhibition - 0.8754 87.54%
CYP2C8 inhibition + 0.7593 75.93%
CYP inhibitory promiscuity - 0.9470 94.70%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6342 63.42%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9063 90.63%
Skin irritation - 0.6050 60.50%
Skin corrosion - 0.9520 95.20%
Ames mutagenesis - 0.8400 84.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7617 76.17%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.9173 91.73%
Respiratory toxicity - 0.7333 73.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.7000 70.00%
Nephrotoxicity - 0.7861 78.61%
Acute Oral Toxicity (c) III 0.6936 69.36%
Estrogen receptor binding + 0.8122 81.22%
Androgen receptor binding + 0.7345 73.45%
Thyroid receptor binding - 0.5843 58.43%
Glucocorticoid receptor binding + 0.6918 69.18%
Aromatase binding + 0.6359 63.59%
PPAR gamma + 0.7971 79.71%
Honey bee toxicity - 0.7185 71.85%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9464 94.64%

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 97.79% 97.36%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.90% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.38% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.31% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.06% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.83% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.37% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.78% 99.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.44% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.07% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.86% 100.00%
CHEMBL5028 O14672 ADAM10 82.27% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.33% 95.50%

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.
Sophora tonkinensis

Cross-Links

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PubChem 163193991
LOTUS LTS0037303
wikiData Q105189400