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[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(1S,9R,10R)-2,10-dimethyl-4,11-dioxo-12-oxatricyclo[7.3.1.01,5]trideca-2,5-dien-6-yl]methoxy]oxan-2-yl]methyl acetate

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 518a0457-7f14-4fd8-91ae-205569d77633
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(1S,9R,10R)-2,10-dimethyl-4,11-dioxo-12-oxatricyclo[7.3.1.01,5]trideca-2,5-dien-6-yl]methoxy]oxan-2-yl]methyl acetate
SMILES (Canonical) CC1C2CCC(=C3C(=O)C=C(C3(C2)OC1=O)C)COC4C(C(C(C(O4)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1[C@@H]2CCC(=C3C(=O)C=C([C@]3(C2)OC1=O)C)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C29H36O13/c1-13-9-21(34)23-20(8-7-19-10-29(13,23)42-27(35)14(19)2)11-37-28-26(40-18(6)33)25(39-17(5)32)24(38-16(4)31)22(41-28)12-36-15(3)30/h9,14,19,22,24-26,28H,7-8,10-12H2,1-6H3/t14-,19-,22-,24-,25+,26-,28-,29+/m1/s1
InChI Key GUKVRBVITJAFHG-UFTWWUHJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O13
Molecular Weight 592.60 g/mol
Exact Mass 592.21559120 g/mol
Topological Polar Surface Area (TPSA) 167.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 1.64
H-Bond Acceptor 13
H-Bond Donor 0
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[[(1S,9R,10R)-2,10-dimethyl-4,11-dioxo-12-oxatricyclo[7.3.1.01,5]trideca-2,5-dien-6-yl]methoxy]oxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9680 96.80%
Caco-2 - 0.7532 75.32%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8264 82.64%
OATP2B1 inhibitior - 0.7087 70.87%
OATP1B1 inhibitior + 0.8449 84.49%
OATP1B3 inhibitior + 0.9302 93.02%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9667 96.67%
P-glycoprotein inhibitior + 0.8705 87.05%
P-glycoprotein substrate - 0.6348 63.48%
CYP3A4 substrate + 0.6983 69.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8952 89.52%
CYP3A4 inhibition - 0.9442 94.42%
CYP2C9 inhibition - 0.9350 93.50%
CYP2C19 inhibition - 0.9279 92.79%
CYP2D6 inhibition - 0.9516 95.16%
CYP1A2 inhibition - 0.8513 85.13%
CYP2C8 inhibition + 0.5723 57.23%
CYP inhibitory promiscuity - 0.8660 86.60%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5987 59.87%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9052 90.52%
Skin irritation - 0.5991 59.91%
Skin corrosion - 0.9345 93.45%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5476 54.76%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5092 50.92%
skin sensitisation - 0.8376 83.76%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.6465 64.65%
Acute Oral Toxicity (c) III 0.3918 39.18%
Estrogen receptor binding + 0.8212 82.12%
Androgen receptor binding + 0.6758 67.58%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.8280 82.80%
Aromatase binding + 0.6318 63.18%
PPAR gamma + 0.7188 71.88%
Honey bee toxicity - 0.7461 74.61%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9740 97.40%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.22% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.32% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.12% 85.14%
CHEMBL5255 O00206 Toll-like receptor 4 93.37% 92.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.73% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.58% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.60% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.17% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.90% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.76% 96.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.45% 97.21%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.18% 94.80%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.01% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 82.35% 95.93%
CHEMBL3401 O75469 Pregnane X receptor 82.25% 94.73%
CHEMBL340 P08684 Cytochrome P450 3A4 82.24% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.85% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.61% 94.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.47% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.47% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.20% 86.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163049997
LOTUS LTS0195430
wikiData Q105020247