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[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,2S,4aR,5R,8aR)-1,4a-dimethyl-6-methylidene-5-[(E)-3-methyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypent-3-enyl]-1,2,3,4,5,7,8,8a-octahydronaphthalene-2-carboxylate

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 96c92050-d648-4fb2-b84b-98e9a59c4471
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,2S,4aR,5R,8aR)-1,4a-dimethyl-6-methylidene-5-[(E)-3-methyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypent-3-enyl]-1,2,3,4,5,7,8,8a-octahydronaphthalene-2-carboxylate
SMILES (Canonical) CC1C(CCC2(C1CCC(=C)C2CCC(=CCOC3C(C(C(C(O3)CO)O)O)O)C)C)C(=O)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) C[C@@H]1[C@H](CC[C@@]2([C@@H]1CCC(=C)[C@H]2CC/C(=C/CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)/C)C)C(=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
InChI InChI=1S/C32H52O13/c1-15(10-12-42-30-27(39)25(37)23(35)21(13-33)43-30)5-7-19-16(2)6-8-20-17(3)18(9-11-32(19,20)4)29(41)45-31-28(40)26(38)24(36)22(14-34)44-31/h10,17-28,30-31,33-40H,2,5-9,11-14H2,1,3-4H3/b15-10+/t17-,18+,19-,20-,21-,22-,23-,24-,25+,26+,27-,28-,30-,31+,32+/m1/s1
InChI Key LDDXCZQNFBVZEB-RFFKRZOKSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C32H52O13
Molecular Weight 644.70 g/mol
Exact Mass 644.34079171 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 1.10
Atomic LogP (AlogP) -0.49
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,2S,4aR,5R,8aR)-1,4a-dimethyl-6-methylidene-5-[(E)-3-methyl-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypent-3-enyl]-1,2,3,4,5,7,8,8a-octahydronaphthalene-2-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5900 59.00%
Caco-2 - 0.8787 87.87%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7928 79.28%
OATP2B1 inhibitior - 0.7244 72.44%
OATP1B1 inhibitior + 0.8217 82.17%
OATP1B3 inhibitior - 0.2771 27.71%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior - 0.5299 52.99%
P-glycoprotein inhibitior + 0.6193 61.93%
P-glycoprotein substrate - 0.6846 68.46%
CYP3A4 substrate + 0.7086 70.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8774 87.74%
CYP3A4 inhibition - 0.9387 93.87%
CYP2C9 inhibition - 0.9016 90.16%
CYP2C19 inhibition - 0.8736 87.36%
CYP2D6 inhibition - 0.9497 94.97%
CYP1A2 inhibition - 0.8523 85.23%
CYP2C8 inhibition + 0.6328 63.28%
CYP inhibitory promiscuity - 0.9469 94.69%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6920 69.20%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9285 92.85%
Skin irritation - 0.5917 59.17%
Skin corrosion - 0.9503 95.03%
Ames mutagenesis - 0.6554 65.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7847 78.47%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7165 71.65%
skin sensitisation - 0.9034 90.34%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.8546 85.46%
Acute Oral Toxicity (c) III 0.6267 62.67%
Estrogen receptor binding + 0.7581 75.81%
Androgen receptor binding + 0.7169 71.69%
Thyroid receptor binding - 0.5739 57.39%
Glucocorticoid receptor binding + 0.6354 63.54%
Aromatase binding + 0.5762 57.62%
PPAR gamma + 0.6101 61.01%
Honey bee toxicity - 0.7106 71.06%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9693 96.93%

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 98.87% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 93.54% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.11% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.79% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.35% 100.00%
CHEMBL237 P41145 Kappa opioid receptor 90.16% 98.10%
CHEMBL233 P35372 Mu opioid receptor 87.40% 97.93%
CHEMBL2581 P07339 Cathepsin D 87.31% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.79% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.28% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.89% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.92% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 83.77% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.74% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.46% 99.17%
CHEMBL2243 O00519 Anandamide amidohydrolase 83.44% 97.53%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.34% 100.00%
CHEMBL3589 P55263 Adenosine kinase 82.55% 98.05%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.84% 94.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.47% 91.24%
CHEMBL3401 O75469 Pregnane X receptor 80.12% 94.73%

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.
Rubus chingii var. suavissimus
Rubus niveus

Cross-Links

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PubChem 101609656
LOTUS LTS0199950
wikiData Q104397637