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(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,11R,12aS,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-9-oxo-11-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3,4a,5,6,7,8,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-3,4-dihydroxy-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 9052596a-a4d3-4474-82a8-75ba0507c820
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,11R,12aS,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-9-oxo-11-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3,4a,5,6,7,8,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H76O20/c1-43(20-63-40-35(59)31(55)29(53)23(17-49)64-40)15-22-21-7-8-26-45(3)11-10-28(46(4,19-51)25(45)9-12-48(26,6)47(21,5)14-13-44(22,2)27(52)16-43)66-42-38(34(58)33(57)37(67-42)39(61)62)68-41-36(60)32(56)30(54)24(18-50)65-41/h7,22-26,28-38,40-42,49-51,53-60H,8-20H2,1-6H3,(H,61,62)/t22-,23+,24+,25+,26+,28-,29+,30-,31-,32-,33-,34-,35+,36+,37-,38+,40+,41-,42+,43+,44+,45-,46+,47+,48+/m0/s1
InChI Key OIEAOAJUTZINMD-YJCCJDJYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C48H76O20
Molecular Weight 973.10 g/mol
Exact Mass 972.49299481 g/mol
Topological Polar Surface Area (TPSA) 332.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -1.14
H-Bond Acceptor 19
H-Bond Donor 12
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,8aR,11R,12aS,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-9-oxo-11-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3,4a,5,6,7,8,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-3,4-dihydroxy-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 + 0.6512 65.12%
Caco-2 - 0.8848 88.48%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8681 86.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8499 84.99%
OATP1B3 inhibitior - 0.3733 37.33%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5452 54.52%
BSEP inhibitior + 0.8403 84.03%
P-glycoprotein inhibitior + 0.7501 75.01%
P-glycoprotein substrate - 0.6447 64.47%
CYP3A4 substrate + 0.7298 72.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8837 88.37%
CYP3A4 inhibition - 0.9116 91.16%
CYP2C9 inhibition - 0.9240 92.40%
CYP2C19 inhibition - 0.9287 92.87%
CYP2D6 inhibition - 0.9557 95.57%
CYP1A2 inhibition - 0.8761 87.61%
CYP2C8 inhibition + 0.7619 76.19%
CYP inhibitory promiscuity - 0.9598 95.98%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6152 61.52%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9035 90.35%
Skin irritation - 0.5790 57.90%
Skin corrosion - 0.9471 94.71%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7106 71.06%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.9261 92.61%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity + 0.5344 53.44%
Acute Oral Toxicity (c) III 0.6932 69.32%
Estrogen receptor binding + 0.7738 77.38%
Androgen receptor binding + 0.7494 74.94%
Thyroid receptor binding - 0.5638 56.38%
Glucocorticoid receptor binding + 0.7427 74.27%
Aromatase binding + 0.6437 64.37%
PPAR gamma + 0.7915 79.15%
Honey bee toxicity - 0.7288 72.88%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9625 96.25%

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 96.76% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.96% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.57% 97.36%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.32% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.14% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.05% 96.09%
CHEMBL5255 O00206 Toll-like receptor 4 84.92% 92.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.67% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.30% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.26% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 82.86% 94.75%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.68% 93.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.63% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.43% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.85% 92.62%
CHEMBL5028 O14672 ADAM10 81.81% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.82% 95.89%

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 101920399
LOTUS LTS0104556
wikiData Q105192459