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(1aR,3R,3aR,4R,5R,6R,7aR)-6-[(2S,3R,4R)-2-(acetyloxymethyl)-3-(2-methoxy-2-oxoethyl)-2,4-dimethyl-7-oxo-3H-oxepin-4-yl]-3-(furan-3-yl)-4-[(2R,3R)-2-hydroxy-3-methylpentanoyl]oxy-7-methylidene-2,3,3a,4,5,6-hexahydro-1aH-indeno[1,7a-b]oxirene-5-carboxylic acid

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 a7f0d592-3d02-41c9-b949-c07e9ac91a51
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
IUPAC Name (1aR,3R,3aR,4R,5R,6R,7aR)-6-[(2S,3R,4R)-2-(acetyloxymethyl)-3-(2-methoxy-2-oxoethyl)-2,4-dimethyl-7-oxo-3H-oxepin-4-yl]-3-(furan-3-yl)-4-[(2R,3R)-2-hydroxy-3-methylpentanoyl]oxy-7-methylidene-2,3,3a,4,5,6-hexahydro-1aH-indeno[1,7a-b]oxirene-5-carboxylic acid
SMILES (Canonical) CCC(C)C(C(=O)OC1C(C(C(=C)C23C1C(CC2O3)C4=COC=C4)C5(C=CC(=O)OC(C5CC(=O)OC)(C)COC(=O)C)C)C(=O)O)O
SMILES (Isomeric) CC[C@@H](C)[C@H](C(=O)O[C@H]1[C@@H]([C@@H](C(=C)[C@]23[C@@H]1[C@@H](C[C@H]2O3)C4=COC=C4)[C@]5(C=CC(=O)O[C@]([C@@H]5CC(=O)OC)(C)COC(=O)C)C)C(=O)O)O
InChI InChI=1S/C35H44O13/c1-8-17(2)29(39)32(42)46-30-26(31(40)41)27(18(3)35-23(47-35)13-21(28(30)35)20-10-12-44-15-20)33(5)11-9-24(37)48-34(6,16-45-19(4)36)22(33)14-25(38)43-7/h9-12,15,17,21-23,26-30,39H,3,8,13-14,16H2,1-2,4-7H3,(H,40,41)/t17-,21+,22-,23-,26-,27-,28-,29-,30+,33+,34-,35-/m1/s1
InChI Key JBKIXJNWNLHVSZ-NJDSBODOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H44O13
Molecular Weight 672.70 g/mol
Exact Mass 672.27819145 g/mol
Topological Polar Surface Area (TPSA) 188.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.35
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1aR,3R,3aR,4R,5R,6R,7aR)-6-[(2S,3R,4R)-2-(acetyloxymethyl)-3-(2-methoxy-2-oxoethyl)-2,4-dimethyl-7-oxo-3H-oxepin-4-yl]-3-(furan-3-yl)-4-[(2R,3R)-2-hydroxy-3-methylpentanoyl]oxy-7-methylidene-2,3,3a,4,5,6-hexahydro-1aH-indeno[1,7a-b]oxirene-5-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9860 98.60%
Caco-2 - 0.8419 84.19%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6746 67.46%
OATP2B1 inhibitior - 0.7178 71.78%
OATP1B1 inhibitior - 0.3348 33.48%
OATP1B3 inhibitior + 0.9216 92.16%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9857 98.57%
P-glycoprotein inhibitior + 0.8060 80.60%
P-glycoprotein substrate + 0.7563 75.63%
CYP3A4 substrate + 0.7258 72.58%
CYP2C9 substrate - 0.8221 82.21%
CYP2D6 substrate - 0.8768 87.68%
CYP3A4 inhibition + 0.7065 70.65%
CYP2C9 inhibition - 0.7151 71.51%
CYP2C19 inhibition - 0.7542 75.42%
CYP2D6 inhibition - 0.9384 93.84%
CYP1A2 inhibition - 0.8248 82.48%
CYP2C8 inhibition + 0.7737 77.37%
CYP inhibitory promiscuity - 0.6613 66.13%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5780 57.80%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.9133 91.33%
Skin irritation - 0.6987 69.87%
Skin corrosion - 0.9326 93.26%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4633 46.33%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.6125 61.25%
skin sensitisation - 0.8142 81.42%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.6111 61.11%
Acute Oral Toxicity (c) III 0.3778 37.78%
Estrogen receptor binding + 0.7622 76.22%
Androgen receptor binding + 0.7638 76.38%
Thyroid receptor binding + 0.5653 56.53%
Glucocorticoid receptor binding + 0.8092 80.92%
Aromatase binding + 0.6349 63.49%
PPAR gamma + 0.7268 72.68%
Honey bee toxicity - 0.7113 71.13%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9961 99.61%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.06% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.75% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.68% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.16% 94.45%
CHEMBL340 P08684 Cytochrome P450 3A4 93.65% 91.19%
CHEMBL2581 P07339 Cathepsin D 91.31% 98.95%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.98% 95.71%
CHEMBL221 P23219 Cyclooxygenase-1 87.94% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.71% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.36% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.36% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.15% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.77% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.79% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.09% 92.62%
CHEMBL5028 O14672 ADAM10 83.02% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.00% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.89% 99.17%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 82.34% 80.00%
CHEMBL3401 O75469 Pregnane X receptor 82.28% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.57% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.37% 94.00%

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.
Aphanamixis polystachya

Cross-Links

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PubChem 162887559
LOTUS LTS0188600
wikiData Q105124399