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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]-9,10a-dihydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-8-yl]oxy]-3,4,5-trihydroxyoxane-2-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 7b56151f-4ba2-4d40-aff6-4aae48f5321a
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones > Naphthopyranone glycosides
IUPAC Name 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]-9,10a-dihydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-8-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H42O21S/c1-14-39(54)33(50)24-18(6-5-7-20(24)41)31(48)37(39,12-16(58-14)10-22(42)56-3)62-38-13-17(11-23(43)57-4)59-15(2)40(38,55)34(51)25-19(32(38)49)8-9-21(26(25)44)60-36-29(47)27(45)28(46)30(61-36)35(52)53/h5-9,14-17,27-30,36,41,44-47,54-55H,10-13H2,1-4H3,(H,52,53)
InChI Key YKYYSFPTRCUBFI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H42O21S
Molecular Weight 890.80 g/mol
Exact Mass 890.19392952 g/mol
Topological Polar Surface Area (TPSA) 362.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -1.02
H-Bond Acceptor 21
H-Bond Donor 8
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 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]-9,10a-dihydroxy-3-(2-methoxy-2-oxoethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-8-yl]oxy]-3,4,5-trihydroxyoxane-2-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 + 0.7339 73.39%
Caco-2 - 0.8611 86.11%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.4747 47.47%
OATP2B1 inhibitior - 0.7234 72.34%
OATP1B1 inhibitior + 0.8706 87.06%
OATP1B3 inhibitior + 0.8638 86.38%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8412 84.12%
P-glycoprotein inhibitior + 0.7564 75.64%
P-glycoprotein substrate + 0.6820 68.20%
CYP3A4 substrate + 0.7050 70.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8764 87.64%
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 + 0.7320 73.20%
CYP inhibitory promiscuity - 0.9234 92.34%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6966 69.66%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9055 90.55%
Skin irritation - 0.7852 78.52%
Skin corrosion - 0.9338 93.38%
Ames mutagenesis + 0.5146 51.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7061 70.61%
Micronuclear + 0.5459 54.59%
Hepatotoxicity - 0.6020 60.20%
skin sensitisation - 0.8691 86.91%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.5177 51.77%
Acute Oral Toxicity (c) III 0.5175 51.75%
Estrogen receptor binding + 0.8145 81.45%
Androgen receptor binding + 0.7514 75.14%
Thyroid receptor binding + 0.5898 58.98%
Glucocorticoid receptor binding + 0.7524 75.24%
Aromatase binding + 0.6371 63.71%
PPAR gamma + 0.7814 78.14%
Honey bee toxicity - 0.8460 84.60%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6500 65.00%
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
CHEMBL1951 P21397 Monoamine oxidase A 99.10% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.85% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.64% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.43% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.30% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.90% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.27% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.16% 89.00%
CHEMBL4208 P20618 Proteasome component C5 88.63% 90.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.94% 97.14%
CHEMBL1255126 O15151 Protein Mdm4 84.33% 90.20%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.38% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.29% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 82.98% 96.90%
CHEMBL5028 O14672 ADAM10 82.93% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.46% 97.09%
CHEMBL2535 P11166 Glucose transporter 81.91% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.81% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.76% 94.00%
CHEMBL3492 P49721 Proteasome Macropain subunit 80.71% 90.24%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.69% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.53% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.32% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.23% 91.19%

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 162814214
LOTUS LTS0131060
wikiData Q104201809