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(2S,3S,4S,5R,6R)-6-[[(2S,3R,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-2-hydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(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 08214dcf-b3a4-4e40-aedf-a3cf65c2ee70
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(2S,3R,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-2-hydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(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/C42H66O16/c1-37(2)11-13-42(36(53)54)14-12-40(5)19(20(42)15-37)7-8-24-38(3)16-21(45)32(39(4,18-44)23(38)9-10-41(24,40)6)58-35-29(50)30(28(49)31(57-35)33(51)52)56-34-27(48)26(47)25(46)22(17-43)55-34/h7,20-32,34-35,43-50H,8-18H2,1-6H3,(H,51,52)(H,53,54)/t20-,21-,22+,23+,24+,25-,26-,27+,28-,29+,30-,31-,32-,34-,35-,38-,39-,40+,41+,42-/m0/s1
InChI Key IKELIKIYBOATQL-VSXJUCEPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O16
Molecular Weight 827.00 g/mol
Exact Mass 826.43508601 g/mol
Topological Polar Surface Area (TPSA) 273.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 0.92
H-Bond Acceptor 14
H-Bond Donor 10
Rotatable Bonds 8

Synonyms

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CHEMBL502559

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[[(2S,3R,4R,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-carboxy-2-hydroxy-4-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(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 - 0.8888 88.88%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8703 87.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8160 81.60%
OATP1B3 inhibitior - 0.4610 46.10%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.5946 59.46%
P-glycoprotein inhibitior + 0.7480 74.80%
P-glycoprotein substrate - 0.6843 68.43%
CYP3A4 substrate + 0.7017 70.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
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 + 0.7031 70.31%
CYP inhibitory promiscuity - 0.9733 97.33%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6024 60.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9092 90.92%
Skin irritation - 0.5876 58.76%
Skin corrosion - 0.9441 94.41%
Ames mutagenesis - 0.9100 91.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6820 68.20%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8342 83.42%
skin sensitisation - 0.9013 90.13%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity + 0.5624 56.24%
Acute Oral Toxicity (c) III 0.8023 80.23%
Estrogen receptor binding + 0.7721 77.21%
Androgen receptor binding + 0.7475 74.75%
Thyroid receptor binding - 0.6543 65.43%
Glucocorticoid receptor binding + 0.6764 67.64%
Aromatase binding + 0.6514 65.14%
PPAR gamma + 0.7461 74.61%
Honey bee toxicity - 0.7562 75.62%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6400 64.00%
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 98.34% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.34% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.62% 97.36%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.85% 95.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.56% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.65% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.90% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.21% 86.33%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.30% 93.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.82% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.39% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.05% 95.89%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 82.55% 95.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.23% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.58% 100.00%

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.
Caryocar glabrum

Cross-Links

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PubChem 44566265
LOTUS LTS0266572
wikiData Q105114330