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methyl 2-[(1S,3S,10aR)-4a-[[(1S,3S,10aR)-9,10a-dihydroxy-3-(2-hydroxyethyl)-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]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 bdafebbb-72fe-48f8-988d-6acbff3d556e
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name methyl 2-[(1S,3S,10aR)-4a-[[(1S,3S,10aR)-9,10a-dihydroxy-3-(2-hydroxyethyl)-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]acetate
SMILES (Canonical) CC1C2(C(=O)C3=C(C=CC=C3O)C(=O)C2(CC(O1)CCO)SC45CC(OC(C4(C(=O)C6=C(C5=O)C=CC=C6O)O)C)CC(=O)OC)O
SMILES (Isomeric) C[C@H]1[C@]2(C(=O)C3=C(C=CC=C3O)C(=O)C2(C[C@@H](O1)CCO)SC45C[C@@H](O[C@H]([C@]4(C(=O)C6=C(C5=O)C=CC=C6O)O)C)CC(=O)OC)O
InChI InChI=1S/C33H34O13S/c1-15-32(42)28(40)24-19(6-4-8-21(24)35)26(38)30(32,13-17(45-15)10-11-34)47-31-14-18(12-23(37)44-3)46-16(2)33(31,43)29(41)25-20(27(31)39)7-5-9-22(25)36/h4-9,15-18,34-36,42-43H,10-14H2,1-3H3/t15-,16-,17-,18-,30?,31?,32+,33+/m0/s1
InChI Key FQVMROZBQLIJOI-UZPRUJGTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H34O13S
Molecular Weight 670.70 g/mol
Exact Mass 670.17201231 g/mol
Topological Polar Surface Area (TPSA) 240.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 1.53
H-Bond Acceptor 14
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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RefChem:116811
BE-52440-B
methyl 2-((1S,3S,10aR)-4a-(((1S,3S,10aR)-9,10a-dihydroxy-3-(2-hydroxyethyl)-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)acetate
CHEBI:203035
methyl 2-[(1S,3S,10aR)-4a-[[(1S,3S,10aR)-9,10a-dihydroxy-3-(2-hydroxyethyl)-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-4a-yl]sulanyl]-9,10a-dihydroxy-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-3-yl]acetate

2D Structure

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2D Structure of methyl 2-[(1S,3S,10aR)-4a-[[(1S,3S,10aR)-9,10a-dihydroxy-3-(2-hydroxyethyl)-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]acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8284 82.84%
Caco-2 - 0.8108 81.08%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6706 67.06%
OATP2B1 inhibitior - 0.5780 57.80%
OATP1B1 inhibitior + 0.8769 87.69%
OATP1B3 inhibitior + 0.8589 85.89%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6864 68.64%
BSEP inhibitior + 0.9505 95.05%
P-glycoprotein inhibitior + 0.7527 75.27%
P-glycoprotein substrate + 0.6815 68.15%
CYP3A4 substrate + 0.6784 67.84%
CYP2C9 substrate + 0.6092 60.92%
CYP2D6 substrate - 0.8660 86.60%
CYP3A4 inhibition - 0.5761 57.61%
CYP2C9 inhibition - 0.8793 87.93%
CYP2C19 inhibition - 0.7462 74.62%
CYP2D6 inhibition - 0.9331 93.31%
CYP1A2 inhibition - 0.6486 64.86%
CYP2C8 inhibition + 0.4782 47.82%
CYP inhibitory promiscuity - 0.9014 90.14%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6894 68.94%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9125 91.25%
Skin irritation - 0.7914 79.14%
Skin corrosion - 0.9504 95.04%
Ames mutagenesis + 0.5546 55.46%
Human Ether-a-go-go-Related Gene inhibition - 0.3953 39.53%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.5493 54.93%
skin sensitisation - 0.9096 90.96%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.8126 81.26%
Acute Oral Toxicity (c) III 0.4252 42.52%
Estrogen receptor binding + 0.8226 82.26%
Androgen receptor binding + 0.7377 73.77%
Thyroid receptor binding + 0.5578 55.78%
Glucocorticoid receptor binding + 0.7872 78.72%
Aromatase binding + 0.6903 69.03%
PPAR gamma + 0.6897 68.97%
Honey bee toxicity - 0.9128 91.28%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9735 97.35%

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 98.89% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.40% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.97% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.34% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.40% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 88.83% 91.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.44% 95.89%
CHEMBL4208 P20618 Proteasome component C5 87.61% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.22% 97.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.64% 91.07%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.90% 91.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.12% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.96% 97.14%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.12% 95.83%
CHEMBL340 P08684 Cytochrome P450 3A4 82.56% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.39% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.08% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.09% 100.00%

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 139584739
LOTUS LTS0269301
wikiData Q77374953