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(2R,3R,4R,5S,6S)-6-[[(2R,3S,4S,6aS,6bR,8aR,12aR,14bS)-4-formyl-2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-8a-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-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 99cb2045-4c13-45af-8d14-e9e6baff8e36
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2R,3R,4R,5S,6S)-6-[[(2R,3S,4S,6aS,6bR,8aR,12aR,14bS)-4-formyl-2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-8a-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C=O)OC6C(C(C(C(O6)C(=O)O)O)O)O)O)C)C)C2C1)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)C
SMILES (Isomeric) C[C@]12CCC3[C@](C1CC=C4[C@@]2(CC[C@]5([C@@H]4CC(CC5)(C)C)C(=O)O[C@@H]6[C@H]([C@@H]([C@H]([C@@H](O6)CO)O)O)O)C)(C[C@H]([C@H]([C@@]3(C)C=O)O[C@@H]7[C@H]([C@@H]([C@H]([C@@H](O7)C(=O)O)O)O)O)O)C
InChI InChI=1S/C42H64O16/c1-37(2)11-13-42(36(54)58-34-29(50)26(47)25(46)22(17-43)55-34)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)57-35-30(51)27(48)28(49)31(56-35)33(52)53/h7,18,20-32,34-35,43,45-51H,8-17H2,1-6H3,(H,52,53)/t20-,21-,22+,23?,24?,25+,26-,27-,28-,29+,30+,31-,32-,34-,35-,38-,39+,40+,41+,42-/m1/s1
InChI Key QUKCKUMUBOPETR-JQHFXUCFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H64O16
Molecular Weight 824.90 g/mol
Exact Mass 824.41943595 g/mol
Topological Polar Surface Area (TPSA) 270.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 0.56
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

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274677-98-4

2D Structure

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2D Structure of (2R,3R,4R,5S,6S)-6-[[(2R,3S,4S,6aS,6bR,8aR,12aR,14bS)-4-formyl-2-hydroxy-4,6a,6b,11,11,14b-hexamethyl-8a-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-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 + 0.8283 82.83%
Caco-2 - 0.8810 88.10%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8738 87.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8006 80.06%
OATP1B3 inhibitior - 0.4240 42.40%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5026 50.26%
BSEP inhibitior + 0.6326 63.26%
P-glycoprotein inhibitior + 0.7585 75.85%
P-glycoprotein substrate - 0.6947 69.47%
CYP3A4 substrate + 0.6989 69.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8749 87.49%
CYP3A4 inhibition - 0.7325 73.25%
CYP2C9 inhibition - 0.8442 84.42%
CYP2C19 inhibition - 0.9307 93.07%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.8849 88.49%
CYP2C8 inhibition + 0.7318 73.18%
CYP inhibitory promiscuity - 0.9622 96.22%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6162 61.62%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9077 90.77%
Skin irritation - 0.5231 52.31%
Skin corrosion - 0.9438 94.38%
Ames mutagenesis - 0.8000 80.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7493 74.93%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.8574 85.74%
skin sensitisation - 0.9055 90.55%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.7642 76.42%
Acute Oral Toxicity (c) III 0.7819 78.19%
Estrogen receptor binding + 0.7436 74.36%
Androgen receptor binding + 0.7471 74.71%
Thyroid receptor binding - 0.5704 57.04%
Glucocorticoid receptor binding + 0.7127 71.27%
Aromatase binding + 0.6050 60.50%
PPAR gamma + 0.7638 76.38%
Honey bee toxicity - 0.7226 72.26%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6255 62.55%
Fish aquatic toxicity + 0.9670 96.70%

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 98.66% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.29% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.85% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.78% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.51% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 90.78% 93.00%
CHEMBL2581 P07339 Cathepsin D 89.33% 98.95%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 88.29% 95.17%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 86.74% 95.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 84.34% 97.36%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.27% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.12% 96.77%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.75% 95.50%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.29% 96.21%
CHEMBL5255 O00206 Toll-like receptor 4 82.18% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.88% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.83% 95.89%
CHEMBL5028 O14672 ADAM10 80.76% 97.50%

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.
Spinacia oleracea

Cross-Links

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PubChem 133562225
LOTUS LTS0162974
wikiData Q105228238