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(1R,3R,4R)-4,7,10-trihydroxy-1,3-dimethyl-6-[(1R,3R,4R)-4,5,10-trihydroxy-1,3-dimethyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-1H-benzo[g]isochromen-9-yl]-3,4-dihydro-1H-benzo[g]isochromene-8,9-dione

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 a5926b46-d4ed-46db-9a24-9414feb33b6b
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones > Naphthopyranone glycosides
IUPAC Name (1R,3R,4R)-4,7,10-trihydroxy-1,3-dimethyl-6-[(1R,3R,4R)-4,5,10-trihydroxy-1,3-dimethyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-1H-benzo[g]isochromen-9-yl]-3,4-dihydro-1H-benzo[g]isochromene-8,9-dione
SMILES (Canonical) CC1C(C2=CC3=C(C(=C2C(O1)C)O)C(=O)C(=O)C(=C3C4=CC(=CC5=C4C(=C6C(OC(C(C6=C5O)O)C)C)O)OC7C(C(C(C(O7)CO)O)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@@H](C2=CC3=C(C(=C2[C@H](O1)C)O)C(=O)C(=O)C(=C3C4=CC(=CC5=C4C(=C6[C@H](O[C@@H]([C@@H](C6=C5O)O)C)C)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O
InChI InChI=1S/C36H38O16/c1-9-19-17(25(38)11(3)49-9)7-15-21(31(44)34(47)32(45)23(15)29(19)42)14-5-13(51-36-35(48)33(46)28(41)18(8-37)52-36)6-16-22(14)30(43)20-10(2)50-12(4)26(39)24(20)27(16)40/h5-7,9-12,18,25-26,28,33,35-44,46,48H,8H2,1-4H3/t9-,10-,11-,12-,18-,25+,26+,28-,33+,35-,36-/m1/s1
InChI Key JNCPSDAJMJRBRK-RYOYNSFZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H38O16
Molecular Weight 726.70 g/mol
Exact Mass 726.21598512 g/mol
Topological Polar Surface Area (TPSA) 273.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 1.24
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,3R,4R)-4,7,10-trihydroxy-1,3-dimethyl-6-[(1R,3R,4R)-4,5,10-trihydroxy-1,3-dimethyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-1H-benzo[g]isochromen-9-yl]-3,4-dihydro-1H-benzo[g]isochromene-8,9-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6680 66.80%
Caco-2 - 0.8892 88.92%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6372 63.72%
OATP2B1 inhibitior - 0.7074 70.74%
OATP1B1 inhibitior + 0.8035 80.35%
OATP1B3 inhibitior + 0.9521 95.21%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6088 60.88%
P-glycoprotein inhibitior + 0.5960 59.60%
P-glycoprotein substrate - 0.5198 51.98%
CYP3A4 substrate + 0.6605 66.05%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8710 87.10%
CYP3A4 inhibition - 0.9101 91.01%
CYP2C9 inhibition - 0.7762 77.62%
CYP2C19 inhibition - 0.8388 83.88%
CYP2D6 inhibition - 0.9320 93.20%
CYP1A2 inhibition - 0.8352 83.52%
CYP2C8 inhibition + 0.6041 60.41%
CYP inhibitory promiscuity - 0.6376 63.76%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6950 69.50%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8994 89.94%
Skin irritation - 0.8108 81.08%
Skin corrosion - 0.9539 95.39%
Ames mutagenesis + 0.6643 66.43%
Human Ether-a-go-go-Related Gene inhibition + 0.7300 73.00%
Micronuclear + 0.6133 61.33%
Hepatotoxicity - 0.7198 71.98%
skin sensitisation - 0.8754 87.54%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.7427 74.27%
Acute Oral Toxicity (c) III 0.5068 50.68%
Estrogen receptor binding + 0.7542 75.42%
Androgen receptor binding + 0.5695 56.95%
Thyroid receptor binding - 0.5273 52.73%
Glucocorticoid receptor binding + 0.6128 61.28%
Aromatase binding - 0.4898 48.98%
PPAR gamma + 0.6032 60.32%
Honey bee toxicity - 0.6829 68.29%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9690 96.90%

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 99.13% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.51% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.32% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.74% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 93.55% 96.21%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.29% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.92% 94.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 86.77% 94.42%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.67% 92.94%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 85.88% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.71% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.68% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.78% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.58% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.47% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.17% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.52% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.33% 97.09%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.94% 95.83%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 82.70% 98.46%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.36% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.18% 99.15%

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 135474859
LOTUS LTS0219301
wikiData Q105131827