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2-[2-[4a-[[9,10a-dihydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-4a-yl]sulfanyl]-9,10a-dihydroxy-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-3-yl]ethoxy]-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-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 cf972516-4aa8-4eca-8220-24ca6b556b21
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name 2-[2-[4a-[[9,10a-dihydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-4a-yl]sulfanyl]-9,10a-dihydroxy-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-3-yl]ethoxy]-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H40O18S/c1-16-38(51)32(47)27-20(6-4-8-22(27)40)30(45)36(38,14-18(55-16)10-11-54-35-29(44)24(42)13-25(57-35)34(49)50)58-37-15-19(12-26(43)53-3)56-17(2)39(37,52)33(48)28-21(31(37)46)7-5-9-23(28)41/h4-9,13,16-19,24,29,35,40-42,44,51-52H,10-12,14-15H2,1-3H3,(H,49,50)
InChI Key TUFQKXHDMLHEAD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H40O18S
Molecular Weight 828.80 g/mol
Exact Mass 828.19353560 g/mol
Topological Polar Surface Area (TPSA) 315.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.60
H-Bond Acceptor 18
H-Bond Donor 7
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[2-[4a-[[9,10a-dihydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-4a-yl]sulfanyl]-9,10a-dihydroxy-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-3-yl]ethoxy]-3,4-dihydroxy-3,4-dihydro-2H-pyran-6-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 + 0.7862 78.62%
Caco-2 - 0.8607 86.07%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7784 77.84%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.8566 85.66%
OATP1B3 inhibitior + 0.8596 85.96%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.8965 89.65%
P-glycoprotein inhibitior + 0.7556 75.56%
P-glycoprotein substrate + 0.7389 73.89%
CYP3A4 substrate + 0.7037 70.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8760 87.60%
CYP3A4 inhibition - 0.8816 88.16%
CYP2C9 inhibition - 0.8574 85.74%
CYP2C19 inhibition - 0.6498 64.98%
CYP2D6 inhibition - 0.9158 91.58%
CYP1A2 inhibition - 0.5778 57.78%
CYP2C8 inhibition + 0.6494 64.94%
CYP inhibitory promiscuity - 0.8330 83.30%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6802 68.02%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9102 91.02%
Skin irritation - 0.7735 77.35%
Skin corrosion - 0.9444 94.44%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6826 68.26%
Micronuclear - 0.6141 61.41%
Hepatotoxicity - 0.5071 50.71%
skin sensitisation - 0.8749 87.49%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.7338 73.38%
Acute Oral Toxicity (c) III 0.4047 40.47%
Estrogen receptor binding + 0.8577 85.77%
Androgen receptor binding + 0.7444 74.44%
Thyroid receptor binding + 0.5976 59.76%
Glucocorticoid receptor binding + 0.7487 74.87%
Aromatase binding + 0.6407 64.07%
PPAR gamma + 0.7846 78.46%
Honey bee toxicity - 0.8283 82.83%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9968 99.68%

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 98.62% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.54% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.33% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.80% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.21% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.77% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.76% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.76% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.02% 93.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.92% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.52% 97.09%
CHEMBL4208 P20618 Proteasome component C5 83.41% 90.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.47% 91.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.34% 99.15%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.97% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.63% 100.00%
CHEMBL5028 O14672 ADAM10 80.39% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.27% 94.00%

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 162925189
LOTUS LTS0058553
wikiData Q104197837