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methyl 2-[(1R,3R,4R)-8-[(2R,4S,5S,6R)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]-4,9-dihydroxy-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-3-yl]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 39ba6578-9bbf-4450-af75-dea765f291a3
Taxonomy Phenylpropanoids and polyketides > Isochromanequinones > Benzoisochromanequinones
IUPAC Name methyl 2-[(1R,3R,4R)-8-[(2R,4S,5S,6R)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]-4,9-dihydroxy-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-3-yl]acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H31NO9/c1-10-18-20(24(31)16(34-10)9-17(27)33-5)23(30)13-7-6-12(22(29)19(13)25(18)32)15-8-14(26(3)4)21(28)11(2)35-15/h6-7,10-11,14-16,21,24,28-29,31H,8-9H2,1-5H3/t10-,11-,14+,15-,16-,21-,24+/m1/s1
InChI Key YPUKEVIVDLXYHG-PUKRBJGVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H31NO9
Molecular Weight 489.50 g/mol
Exact Mass 489.19988157 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 0.92
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1R,3R,4R)-8-[(2R,4S,5S,6R)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]-4,9-dihydroxy-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-3-yl]acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9223 92.23%
Caco-2 - 0.7294 72.94%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5352 53.52%
OATP2B1 inhibitior - 0.8590 85.90%
OATP1B1 inhibitior + 0.8204 82.04%
OATP1B3 inhibitior + 0.9128 91.28%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4501 45.01%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.6874 68.74%
CYP3A4 substrate + 0.6813 68.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7906 79.06%
CYP3A4 inhibition - 0.7836 78.36%
CYP2C9 inhibition - 0.6631 66.31%
CYP2C19 inhibition - 0.7174 71.74%
CYP2D6 inhibition - 0.8130 81.30%
CYP1A2 inhibition - 0.6969 69.69%
CYP2C8 inhibition - 0.5832 58.32%
CYP inhibitory promiscuity - 0.6468 64.68%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4503 45.03%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9220 92.20%
Skin irritation - 0.7797 77.97%
Skin corrosion - 0.9312 93.12%
Ames mutagenesis + 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5547 55.47%
Micronuclear + 0.6900 69.00%
Hepatotoxicity + 0.6193 61.93%
skin sensitisation - 0.8708 87.08%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.6664 66.64%
Acute Oral Toxicity (c) III 0.5809 58.09%
Estrogen receptor binding + 0.6094 60.94%
Androgen receptor binding + 0.6103 61.03%
Thyroid receptor binding - 0.5291 52.91%
Glucocorticoid receptor binding + 0.6976 69.76%
Aromatase binding - 0.5102 51.02%
PPAR gamma + 0.5243 52.43%
Honey bee toxicity - 0.8484 84.84%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9373 93.73%

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
CHEMBL2581 P07339 Cathepsin D 96.47% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.12% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.63% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.53% 89.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 91.82% 95.64%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 90.79% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.25% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.19% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.44% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.84% 99.23%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.65% 93.03%
CHEMBL3401 O75469 Pregnane X receptor 86.60% 94.73%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.03% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.76% 100.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 82.62% 91.38%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.61% 99.17%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.38% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.64% 91.24%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 80.96% 96.67%
CHEMBL226 P30542 Adenosine A1 receptor 80.58% 95.93%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.52% 95.83%

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 101672955
LOTUS LTS0241433
wikiData Q105351870