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methyl 6-[[4a-[[9,10a-dihydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-4a-yl]sulfanyl]-10a-hydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-9-yl]oxy]-3,4,5-trihydroxyoxane-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 d9a9acf3-2451-4de3-b617-b1ca5346df0b
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones > Naphthopyranone glycosides
IUPAC Name methyl 6-[[4a-[[9,10a-dihydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-4a-yl]sulfanyl]-10a-hydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-9-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C41H44O20S/c1-16-40(53)34(50)26-20(8-6-10-22(26)42)32(48)38(40,14-18(58-16)12-24(43)55-3)62-39-15-19(13-25(44)56-4)59-17(2)41(39,54)35(51)27-21(33(39)49)9-7-11-23(27)60-37-30(47)28(45)29(46)31(61-37)36(52)57-5/h6-11,16-19,28-31,37,42,45-47,53-54H,12-15H2,1-5H3
InChI Key CGKHFSGOFLJWEZ-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C41H44O20S
Molecular Weight 888.80 g/mol
Exact Mass 888.21466496 g/mol
Topological Polar Surface Area (TPSA) 331.00 Ų
XlogP 0.30
Atomic LogP (AlogP) -0.64
H-Bond Acceptor 21
H-Bond Donor 6
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 6-[[4a-[[9,10a-dihydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-4a-yl]sulfanyl]-10a-hydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-9-yl]oxy]-3,4,5-trihydroxyoxane-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 + 0.7339 73.39%
Caco-2 - 0.8605 86.05%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.4747 47.47%
OATP2B1 inhibitior - 0.8606 86.06%
OATP1B1 inhibitior + 0.8922 89.22%
OATP1B3 inhibitior + 0.8638 86.38%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9250 92.50%
P-glycoprotein inhibitior + 0.7659 76.59%
P-glycoprotein substrate + 0.7146 71.46%
CYP3A4 substrate + 0.7186 71.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8744 87.44%
CYP3A4 inhibition - 0.9171 91.71%
CYP2C9 inhibition - 0.9436 94.36%
CYP2C19 inhibition - 0.8775 87.75%
CYP2D6 inhibition - 0.9392 93.92%
CYP1A2 inhibition - 0.7416 74.16%
CYP2C8 inhibition + 0.6633 66.33%
CYP inhibitory promiscuity - 0.9234 92.34%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6966 69.66%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9069 90.69%
Skin irritation - 0.7852 78.52%
Skin corrosion - 0.9338 93.38%
Ames mutagenesis + 0.5346 53.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7138 71.38%
Micronuclear + 0.5459 54.59%
Hepatotoxicity - 0.5948 59.48%
skin sensitisation - 0.8691 86.91%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.8120 81.20%
Acute Oral Toxicity (c) III 0.5175 51.75%
Estrogen receptor binding + 0.8144 81.44%
Androgen receptor binding + 0.7492 74.92%
Thyroid receptor binding + 0.6080 60.80%
Glucocorticoid receptor binding + 0.7617 76.17%
Aromatase binding + 0.6276 62.76%
PPAR gamma + 0.7949 79.49%
Honey bee toxicity - 0.7899 78.99%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9844 98.44%

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 98.71% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.57% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.88% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.07% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.24% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.24% 95.89%
CHEMBL2535 P11166 Glucose transporter 90.04% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.05% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.70% 97.14%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.94% 95.83%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.62% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.53% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.07% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.73% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.90% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.51% 99.23%
CHEMBL4208 P20618 Proteasome component C5 83.13% 90.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.26% 94.33%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.21% 91.24%
CHEMBL1951 P21397 Monoamine oxidase A 80.46% 91.49%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.30% 96.90%

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 162814216
LOTUS LTS0070022
wikiData Q103817720