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2-O-methyl 4a-O-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,4aR,6aR,6aS,6bR,8aR,9R,10R,11S,12aS,13R,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-13-methoxy-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate

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 40b789f4-81d1-4022-afbb-7ba495cf5c84
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 2-O-methyl 4a-O-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,4aR,6aR,6aS,6bR,8aR,9R,10R,11S,12aS,13R,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-13-methoxy-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H60O13/c1-33(31(46)49-7)10-12-38(32(47)51-30-27(44)26(43)25(42)23(17-39)50-30)13-11-36(4)19(20(38)15-33)14-22(48-6)28-34(2)16-21(41)29(45)35(3,18-40)24(34)8-9-37(28,36)5/h14,20-30,39-45H,8-13,15-18H2,1-7H3/t20-,21-,22+,23+,24+,25+,26-,27+,28+,29-,30-,33-,34-,35-,36+,37+,38-/m0/s1
InChI Key YEOPGLKHSJVMGR-XBJVYQBDSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C38H60O13
Molecular Weight 724.90 g/mol
Exact Mass 724.40339196 g/mol
Topological Polar Surface Area (TPSA) 213.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.21
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-O-methyl 4a-O-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,4aR,6aR,6aS,6bR,8aR,9R,10R,11S,12aS,13R,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-13-methoxy-2,6a,6b,9,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-2,4a-dicarboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7353 73.53%
Caco-2 - 0.8603 86.03%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8207 82.07%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7903 79.03%
OATP1B3 inhibitior + 0.7945 79.45%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6021 60.21%
BSEP inhibitior + 0.5887 58.87%
P-glycoprotein inhibitior + 0.7654 76.54%
P-glycoprotein substrate - 0.5671 56.71%
CYP3A4 substrate + 0.7181 71.81%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8468 84.68%
CYP3A4 inhibition - 0.8380 83.80%
CYP2C9 inhibition - 0.9140 91.40%
CYP2C19 inhibition - 0.8827 88.27%
CYP2D6 inhibition - 0.9482 94.82%
CYP1A2 inhibition - 0.8447 84.47%
CYP2C8 inhibition + 0.6129 61.29%
CYP inhibitory promiscuity - 0.9734 97.34%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6867 68.67%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9160 91.60%
Skin irritation - 0.5947 59.47%
Skin corrosion - 0.9473 94.73%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6681 66.81%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.9183 91.83%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.5999 59.99%
Acute Oral Toxicity (c) III 0.6651 66.51%
Estrogen receptor binding + 0.6769 67.69%
Androgen receptor binding + 0.7473 74.73%
Thyroid receptor binding - 0.5737 57.37%
Glucocorticoid receptor binding + 0.7101 71.01%
Aromatase binding + 0.6605 66.05%
PPAR gamma + 0.7200 72.00%
Honey bee toxicity - 0.7457 74.57%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7700 77.00%
Fish aquatic toxicity + 0.9118 91.18%

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 99.43% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.75% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 96.14% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.81% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.09% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.43% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.53% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.45% 95.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.41% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 84.92% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.78% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.12% 96.90%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.61% 95.83%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.28% 91.24%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.38% 92.94%

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.
Phytolacca americana

Cross-Links

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PubChem 101864222
LOTUS LTS0230262
wikiData Q105347341