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(1S,2R,3R,4aR,6aR,6aS,6bR,8aS,10S,12aR,14bR)-1-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-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 9fe4af20-e2f3-4ceb-ae0e-e9d756c49360
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (1S,2R,3R,4aR,6aR,6aS,6bR,8aS,10S,12aR,14bR)-1-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C41H66O14/c1-19-22(53-34-31(48)29(46)28(45)23(17-42)54-34)16-41(35(49)50)15-14-38(5)20(32(41)40(19,7)51)8-9-25-37(4)12-11-26(36(2,3)24(37)10-13-39(25,38)6)55-33-30(47)27(44)21(43)18-52-33/h8,19,21-34,42-48,51H,9-18H2,1-7H3,(H,49,50)/t19-,21+,22-,23-,24-,25-,26+,27+,28-,29+,30-,31-,32+,33+,34-,37+,38-,39-,40-,41-/m1/s1
InChI Key KUXAFRIVHOWDFG-FASPTZOTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C41H66O14
Molecular Weight 783.00 g/mol
Exact Mass 782.44525677 g/mol
Topological Polar Surface Area (TPSA) 236.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.46
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,3R,4aR,6aR,6aS,6bR,8aS,10S,12aR,14bR)-1-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-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 - 0.8814 88.14%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7368 73.68%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior - 0.6183 61.83%
P-glycoprotein inhibitior + 0.7396 73.96%
P-glycoprotein substrate - 0.6372 63.72%
CYP3A4 substrate + 0.7319 73.19%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8856 88.56%
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 + 0.6777 67.77%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9100 91.00%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.6907 69.07%
Human Ether-a-go-go-Related Gene inhibition + 0.6446 64.46%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8434 84.34%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.8064 80.64%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.6911 69.11%
Androgen receptor binding + 0.7343 73.43%
Thyroid receptor binding - 0.5887 58.87%
Glucocorticoid receptor binding + 0.6743 67.43%
Aromatase binding + 0.6430 64.30%
PPAR gamma + 0.7357 73.57%
Honey bee toxicity - 0.6997 69.97%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5405 54.05%
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 97.78% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.11% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.04% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.59% 95.56%
CHEMBL2581 P07339 Cathepsin D 89.85% 98.95%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.40% 95.17%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.13% 96.77%
CHEMBL221 P23219 Cyclooxygenase-1 86.34% 90.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.13% 96.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.74% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.19% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.11% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.63% 94.45%
CHEMBL5028 O14672 ADAM10 81.18% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.56% 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.
Ilex crenata

Cross-Links

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PubChem 162917133
LOTUS LTS0022162
wikiData Q105146390