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methyl 6-[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]acetyl]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 2b0a08b8-477e-4a85-9363-f202e06c00f0
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name methyl 6-[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]acetyl]oxy-3,4,5-trihydroxyoxane-2-carboxylate
SMILES (Canonical) CC1C2(C(=O)C3=C(C=CC=C3O)C(=O)C2(CC(O1)CC(=O)OC)SC45CC(OC(C4(C(=O)C6=C(C5=O)C=CC=C6O)O)C)CC(=O)OC7C(C(C(C(O7)C(=O)OC)O)O)O)O
SMILES (Isomeric) CC1C2(C(=O)C3=C(C=CC=C3O)C(=O)C2(CC(O1)CC(=O)OC)SC45CC(OC(C4(C(=O)C6=C(C5=O)C=CC=C6O)O)C)CC(=O)OC7C(C(C(C(O7)C(=O)OC)O)O)O)O
InChI InChI=1S/C40H42O20S/c1-15-39(53)33(50)25-19(7-5-9-21(25)41)31(48)37(39,13-17(57-15)11-23(43)55-3)61-38-14-18(12-24(44)59-36-29(47)27(45)28(46)30(60-36)35(52)56-4)58-16(2)40(38,54)34(51)26-20(32(38)49)8-6-10-22(26)42/h5-10,15-18,27-30,36,41-42,45-47,53-54H,11-14H2,1-4H3
InChI Key LPURMMXUUTWHLP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H42O20S
Molecular Weight 874.80 g/mol
Exact Mass 874.19901490 g/mol
Topological Polar Surface Area (TPSA) 342.00 Ų
XlogP 0.50
Atomic LogP (AlogP) -0.94
H-Bond Acceptor 21
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 6-[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]acetyl]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 - 0.8623 86.23%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.4747 47.47%
OATP2B1 inhibitior - 0.7211 72.11%
OATP1B1 inhibitior + 0.8715 87.15%
OATP1B3 inhibitior + 0.8638 86.38%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9021 90.21%
P-glycoprotein inhibitior + 0.7547 75.47%
P-glycoprotein substrate + 0.7086 70.86%
CYP3A4 substrate + 0.7096 70.96%
CYP2C9 substrate - 0.6080 60.80%
CYP2D6 substrate - 0.8626 86.26%
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 + 0.6522 65.22%
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 - 0.9080 90.80%
Skin irritation - 0.7852 78.52%
Skin corrosion - 0.9338 93.38%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7169 71.69%
Micronuclear + 0.5459 54.59%
Hepatotoxicity - 0.5987 59.87%
skin sensitisation - 0.8691 86.91%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.7046 70.46%
Acute Oral Toxicity (c) III 0.5175 51.75%
Estrogen receptor binding + 0.8551 85.51%
Androgen receptor binding + 0.7461 74.61%
Thyroid receptor binding + 0.6227 62.27%
Glucocorticoid receptor binding + 0.7429 74.29%
Aromatase binding + 0.6390 63.90%
PPAR gamma + 0.7781 77.81%
Honey bee toxicity - 0.8158 81.58%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
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 99.16% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.63% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.66% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.52% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.44% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 91.33% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.81% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.70% 85.14%
CHEMBL4208 P20618 Proteasome component C5 88.50% 90.00%
CHEMBL2535 P11166 Glucose transporter 88.07% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.13% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.05% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.50% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.26% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.06% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.84% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.57% 99.23%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.17% 94.33%
CHEMBL3401 O75469 Pregnane X receptor 80.04% 94.73%

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 162814220
LOTUS LTS0249822
wikiData Q104171196