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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)-10,11,13-trihydroxy-9-(hydroxymethyl)-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 59b777fb-3ec0-477b-8ec3-451627371b66
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)-10,11,13-trihydroxy-9-(hydroxymethyl)-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) CC1(CCC2(CCC3(C(=CC(C4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)O)C2C1)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O)C(=O)OC
SMILES (Isomeric) C[C@@]1(CC[C@@]2(CC[C@@]3(C(=C[C@H]([C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@@H]([C@@H]([C@@]5(C)CO)O)O)C)C)O)[C@@H]2C1)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C(=O)OC
InChI InChI=1S/C37H58O13/c1-32(30(46)48-6)9-11-37(31(47)50-29-26(44)25(43)24(42)22(16-38)49-29)12-10-35(4)18(19(37)14-32)13-20(40)27-33(2)15-21(41)28(45)34(3,17-39)23(33)7-8-36(27,35)5/h13,19-29,38-45H,7-12,14-17H2,1-6H3/t19-,20+,21-,22+,23+,24+,25-,26+,27+,28-,29-,32-,33-,34-,35+,36+,37-/m0/s1
InChI Key JYYLVKVSISBOTC-CKSMYIALSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H58O13
Molecular Weight 710.80 g/mol
Exact Mass 710.38774190 g/mol
Topological Polar Surface Area (TPSA) 224.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 0.56
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 5

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)-10,11,13-trihydroxy-9-(hydroxymethyl)-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 - 0.8644 86.44%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8207 82.07%
OATP2B1 inhibitior - 0.8662 86.62%
OATP1B1 inhibitior + 0.7790 77.90%
OATP1B3 inhibitior + 0.7945 79.45%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6021 60.21%
BSEP inhibitior + 0.5654 56.54%
P-glycoprotein inhibitior + 0.7474 74.74%
P-glycoprotein substrate - 0.5858 58.58%
CYP3A4 substrate + 0.7155 71.55%
CYP2C9 substrate - 0.8050 80.50%
CYP2D6 substrate - 0.8436 84.36%
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 + 0.6150 61.50%
CYP inhibitory promiscuity - 0.9734 97.34%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6867 68.67%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9167 91.67%
Skin irritation - 0.5947 59.47%
Skin corrosion - 0.9473 94.73%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7344 73.44%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9183 91.83%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.6934 69.34%
Acute Oral Toxicity (c) III 0.6651 66.51%
Estrogen receptor binding + 0.6989 69.89%
Androgen receptor binding + 0.7450 74.50%
Thyroid receptor binding - 0.5792 57.92%
Glucocorticoid receptor binding + 0.6809 68.09%
Aromatase binding + 0.6329 63.29%
PPAR gamma + 0.6934 69.34%
Honey bee toxicity - 0.7585 75.85%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7600 76.00%
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 99.45% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.62% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.92% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.47% 94.45%
CHEMBL4040 P28482 MAP kinase ERK2 92.05% 83.82%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.43% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.53% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.41% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.13% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.10% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 82.81% 92.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.54% 91.24%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.05% 96.90%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.29% 95.83%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.10% 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.
Phytolacca americana

Cross-Links

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PubChem 101864221
LOTUS LTS0173304
wikiData Q105137280