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(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aS,10R,12aR,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,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 7270a52b-42fe-4dc1-8663-fc4f5a133936
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,8aS,10R,12aR,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C53H86O22/c1-22-31(57)34(60)38(64)44(69-22)74-41-32(58)25(56)20-68-46(41)75-42-37(63)36(62)40(43(66)67)73-47(42)71-29-12-13-50(5)27(51(29,6)21-55)11-14-53(8)28(50)10-9-23-24-17-48(2,3)30(18-49(24,4)15-16-52(23,53)7)72-45-39(65)35(61)33(59)26(19-54)70-45/h9,22,24-42,44-47,54-65H,10-21H2,1-8H3,(H,66,67)/t22-,24-,25+,26+,27+,28+,29-,30+,31-,32-,33+,34+,35-,36-,37-,38+,39+,40-,41+,42+,44-,45-,46-,47+,49-,50-,51+,52+,53+/m0/s1
InChI Key IRVFKMFIWSXNCS-KICRTOJHSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C53H86O22
Molecular Weight 1075.20 g/mol
Exact Mass 1074.56107437 g/mol
Topological Polar Surface Area (TPSA) 354.00 Ų
XlogP 0.80
Atomic LogP (AlogP) -0.83
H-Bond Acceptor 21
H-Bond Donor 13
Rotatable Bonds 11

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,8aS,10R,12aR,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,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 + 0.7891 78.91%
Caco-2 - 0.8973 89.73%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8338 83.38%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.8601 86.01%
P-glycoprotein inhibitior + 0.7481 74.81%
P-glycoprotein substrate - 0.5440 54.40%
CYP3A4 substrate + 0.7360 73.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.9300 93.00%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.9101 91.01%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.7762 77.62%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9018 90.18%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7914 79.14%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.8956 89.56%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.8043 80.43%
Androgen receptor binding + 0.7367 73.67%
Thyroid receptor binding + 0.5291 52.91%
Glucocorticoid receptor binding + 0.7498 74.98%
Aromatase binding + 0.6752 67.52%
PPAR gamma + 0.8186 81.86%
Honey bee toxicity - 0.6920 69.20%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9411 94.11%

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 97.68% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.58% 90.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.89% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.13% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.96% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.70% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 88.48% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.29% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.90% 91.24%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.69% 91.07%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.51% 96.09%
CHEMBL2581 P07339 Cathepsin D 84.53% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.60% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.25% 100.00%
CHEMBL5028 O14672 ADAM10 81.99% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.55% 99.17%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.20% 93.00%

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.
Wisteria brachybotrys

Cross-Links

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PubChem 101920395
LOTUS LTS0071217
wikiData Q105119228