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5,8-Dihydroxy-6-(5-hydroxy-6,8-dimethoxy-2-methyl-4-oxo-benzo[g]chromen-10-yl)-10-methoxy-2-methyl-benzo[h]chromen-4-one

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 cdfbec70-d67f-450b-9972-0be4464dee78
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name 4,5-dihydroxy-6-(5-hydroxy-6,8-dimethoxy-2-methyl-4-oxobenzo[g]chromen-10-yl)-10-methoxy-2-methylbenzo[h]chromen-8-one
SMILES (Canonical) CC1=CC(=C2C(=C(C3=CC(=O)C=C(C3=C2O1)OC)C4=C5C(=C(C6=C4C=C(C=C6OC)OC)O)C(=O)C=C(O5)C)O)O
SMILES (Isomeric) CC1=CC(=C2C(=C(C3=CC(=O)C=C(C3=C2O1)OC)C4=C5C(=C(C6=C4C=C(C=C6OC)OC)O)C(=O)C=C(O5)C)O)O
InChI InChI=1S/C31H24O10/c1-12-6-19(34)27-29(36)24(16-8-14(32)9-20(38-4)23(16)30(27)40-12)25-17-10-15(37-3)11-21(39-5)22(17)28(35)26-18(33)7-13(2)41-31(25)26/h6-11,34-36H,1-5H3
InChI Key CCKOABUIUQQNAY-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H24O10
Molecular Weight 556.50 g/mol
Exact Mass 556.13694696 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 5.63
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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8'-O-Demethylisonigerone
CMNPD17635
CHEBI:204879
(R)-10-(5,8-Dihydroxy-10-methoxy-2-methyl-4-oxo-4H-naphtho[1,2-b]pyran-6-yl)-5-hydroxy-6,8-dimethoxy-2-methyl-4H-naphtho[2,3-b]pyran-4-one
4,5-dihydroxy-6-(5-hydroxy-6,8-dimethoxy-2-methyl-4-oxobenzo[g]chromen-10-yl)-10-methoxy-2-methylbenzo[h]chromen-8-one
5,8-dihydroxy-6-(5-hydroxy-6,8-dimethoxy-2-methyl-4-oxo-benzo[g]chromen-10-yl)-10-methoxy-2-methyl-benzo[h]chromen-4-one

2D Structure

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2D Structure of 5,8-Dihydroxy-6-(5-hydroxy-6,8-dimethoxy-2-methyl-4-oxo-benzo[g]chromen-10-yl)-10-methoxy-2-methyl-benzo[h]chromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9312 93.12%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.7937 79.37%
OATP2B1 inhibitior - 0.7139 71.39%
OATP1B1 inhibitior + 0.8551 85.51%
OATP1B3 inhibitior + 0.8927 89.27%
MATE1 inhibitior - 0.6000 60.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9387 93.87%
P-glycoprotein inhibitior + 0.7898 78.98%
P-glycoprotein substrate - 0.6623 66.23%
CYP3A4 substrate + 0.6274 62.74%
CYP2C9 substrate - 0.6360 63.60%
CYP2D6 substrate - 0.8410 84.10%
CYP3A4 inhibition - 0.5787 57.87%
CYP2C9 inhibition - 0.6917 69.17%
CYP2C19 inhibition - 0.6646 66.46%
CYP2D6 inhibition - 0.8129 81.29%
CYP1A2 inhibition + 0.6457 64.57%
CYP2C8 inhibition + 0.5471 54.71%
CYP inhibitory promiscuity + 0.6215 62.15%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5679 56.79%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.8016 80.16%
Skin irritation - 0.7623 76.23%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis + 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7207 72.07%
Micronuclear + 0.8500 85.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.9501 95.01%
Respiratory toxicity - 0.5889 58.89%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.6689 66.89%
Acute Oral Toxicity (c) III 0.5810 58.10%
Estrogen receptor binding + 0.8092 80.92%
Androgen receptor binding + 0.7462 74.62%
Thyroid receptor binding + 0.5792 57.92%
Glucocorticoid receptor binding + 0.8017 80.17%
Aromatase binding - 0.5124 51.24%
PPAR gamma + 0.7124 71.24%
Honey bee toxicity - 0.8434 84.34%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9134 91.34%

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%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.94% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.15% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.77% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 91.49% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.18% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.80% 99.15%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 87.84% 94.42%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.46% 93.99%
CHEMBL2581 P07339 Cathepsin D 87.17% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.97% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.41% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.89% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.89% 95.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.46% 99.17%
CHEMBL3194 P02766 Transthyretin 84.18% 90.71%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 83.23% 93.65%
CHEMBL2535 P11166 Glucose transporter 83.20% 98.75%
CHEMBL1937 Q92769 Histone deacetylase 2 82.94% 94.75%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 136173200
LOTUS LTS0237762
wikiData Q77420684