PlantaeDB Logo
Login Sign-up

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

Top
Internal ID 155cf1ea-8935-48bd-be7d-5eda63af4358
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 4-O-methyl 8a-O-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2R,3R,4R,4aR,6aR,6bS,8aS,11R,12R,12aS,14aR,14bR)-2,3,12-trihydroxy-4,6a,6b,11,12,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,11,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C(=O)OC)O)O)C)C)C2C1(C)O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@@H]([C@]5(C)C(=O)OC)O)O)C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
InChI InChI=1S/C37H58O12/c1-18-10-13-37(31(45)49-29-26(42)25(41)24(40)21(17-38)48-29)15-14-33(3)19(27(37)36(18,6)46)8-9-22-32(2)16-20(39)28(43)35(5,30(44)47-7)23(32)11-12-34(22,33)4/h8,18,20-29,38-43,46H,9-17H2,1-7H3/t18-,20-,21-,22-,23-,24-,25+,26-,27-,28+,29+,32-,33-,34-,35-,36-,37+/m1/s1
InChI Key JVIMGJNXHLZBTF-DULWLVQZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C37H58O12
Molecular Weight 694.80 g/mol
Exact Mass 694.39282728 g/mol
Topological Polar Surface Area (TPSA) 203.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 1.59
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8088 80.88%
Caco-2 - 0.8449 84.49%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8224 82.24%
OATP2B1 inhibitior - 0.8661 86.61%
OATP1B1 inhibitior + 0.8321 83.21%
OATP1B3 inhibitior + 0.8065 80.65%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5814 58.14%
BSEP inhibitior - 0.4602 46.02%
P-glycoprotein inhibitior + 0.7497 74.97%
P-glycoprotein substrate - 0.5904 59.04%
CYP3A4 substrate + 0.7117 71.17%
CYP2C9 substrate - 0.7922 79.22%
CYP2D6 substrate - 0.8522 85.22%
CYP3A4 inhibition - 0.7477 74.77%
CYP2C9 inhibition - 0.9009 90.09%
CYP2C19 inhibition - 0.8934 89.34%
CYP2D6 inhibition - 0.9481 94.81%
CYP1A2 inhibition - 0.8139 81.39%
CYP2C8 inhibition + 0.5802 58.02%
CYP inhibitory promiscuity - 0.9641 96.41%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7059 70.59%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9170 91.70%
Skin irritation - 0.5363 53.63%
Skin corrosion - 0.9476 94.76%
Ames mutagenesis - 0.7970 79.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6751 67.51%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.9217 92.17%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7284 72.84%
Acute Oral Toxicity (c) III 0.6360 63.60%
Estrogen receptor binding + 0.6528 65.28%
Androgen receptor binding + 0.7459 74.59%
Thyroid receptor binding - 0.5448 54.48%
Glucocorticoid receptor binding + 0.7023 70.23%
Aromatase binding + 0.6449 64.49%
PPAR gamma + 0.6969 69.69%
Honey bee toxicity - 0.7492 74.92%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9293 92.93%

Targets

Top

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 98.91% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.53% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.43% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.37% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.81% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.64% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.24% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.32% 94.45%
CHEMBL4072 P07858 Cathepsin B 87.63% 93.67%
CHEMBL226 P30542 Adenosine A1 receptor 87.11% 95.93%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.41% 91.07%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.04% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 85.55% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.50% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.70% 96.90%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.55% 91.24%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.25% 95.83%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.87% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.33% 95.89%

Plants that contains it

Top
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.
Rubus xanthocarpus

Cross-Links

Top
PubChem 23259300
LOTUS LTS0048836
wikiData Q105135747