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8-(5,9-Dihydroxy-7-methoxy-1,3-dimethyl-10-oxo-1,3,4,4a,5,10a-hexahydrobenzo[g]isochromen-8-yl)-4a,9-dihydroxy-7-methoxy-1,3-dimethyl-1,3,4,10a-tetrahydrobenzo[g]isochromene-5,10-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 3cf90379-c537-4720-8403-5d0ea2d1d801
Taxonomy Lignans, neolignans and related compounds
IUPAC Name 8-(5,9-dihydroxy-7-methoxy-1,3-dimethyl-10-oxo-1,3,4,4a,5,10a-hexahydrobenzo[g]isochromen-8-yl)-4a,9-dihydroxy-7-methoxy-1,3-dimethyl-1,3,4,10a-tetrahydrobenzo[g]isochromene-5,10-dione
SMILES (Canonical) CC1CC2C(C(O1)C)C(=O)C3=C(C(=C(C=C3C2O)OC)C4=C(C=C5C(=C4O)C(=O)C6C(OC(CC6(C5=O)O)C)C)OC)O
SMILES (Isomeric) CC1CC2C(C(O1)C)C(=O)C3=C(C(=C(C=C3C2O)OC)C4=C(C=C5C(=C4O)C(=O)C6C(OC(CC6(C5=O)O)C)C)OC)O
InChI InChI=1S/C32H36O11/c1-11-7-15-20(13(3)42-11)27(34)21-16(26(15)33)8-18(40-5)23(28(21)35)24-19(41-6)9-17-22(29(24)36)30(37)25-14(4)43-12(2)10-32(25,39)31(17)38/h8-9,11-15,20,25-26,33,35-36,39H,7,10H2,1-6H3
InChI Key XFMGBDVJSDWJNE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H36O11
Molecular Weight 596.60 g/mol
Exact Mass 596.22576196 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.37
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-(5,9-Dihydroxy-7-methoxy-1,3-dimethyl-10-oxo-1,3,4,4a,5,10a-hexahydrobenzo[g]isochromen-8-yl)-4a,9-dihydroxy-7-methoxy-1,3-dimethyl-1,3,4,10a-tetrahydrobenzo[g]isochromene-5,10-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9704 97.04%
Caco-2 - 0.8171 81.71%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6610 66.10%
OATP2B1 inhibitior - 0.5761 57.61%
OATP1B1 inhibitior + 0.8303 83.03%
OATP1B3 inhibitior + 0.9141 91.41%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6184 61.84%
P-glycoprotein inhibitior + 0.6876 68.76%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6811 68.11%
CYP2C9 substrate - 0.8028 80.28%
CYP2D6 substrate - 0.8011 80.11%
CYP3A4 inhibition - 0.7734 77.34%
CYP2C9 inhibition - 0.9182 91.82%
CYP2C19 inhibition - 0.9109 91.09%
CYP2D6 inhibition - 0.9284 92.84%
CYP1A2 inhibition - 0.7356 73.56%
CYP2C8 inhibition + 0.5111 51.11%
CYP inhibitory promiscuity - 0.9270 92.70%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5218 52.18%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.8976 89.76%
Skin irritation - 0.7961 79.61%
Skin corrosion - 0.9420 94.20%
Ames mutagenesis - 0.5237 52.37%
Human Ether-a-go-go-Related Gene inhibition - 0.6200 62.00%
Micronuclear + 0.5800 58.00%
Hepatotoxicity + 0.5670 56.70%
skin sensitisation - 0.8941 89.41%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.5859 58.59%
Acute Oral Toxicity (c) III 0.4807 48.07%
Estrogen receptor binding + 0.7985 79.85%
Androgen receptor binding + 0.7239 72.39%
Thyroid receptor binding + 0.5469 54.69%
Glucocorticoid receptor binding + 0.8249 82.49%
Aromatase binding + 0.6535 65.35%
PPAR gamma + 0.6647 66.47%
Honey bee toxicity - 0.7316 73.16%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.8845 88.45%

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 99.12% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.22% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.54% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.91% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.85% 95.56%
CHEMBL2581 P07339 Cathepsin D 91.08% 98.95%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 90.19% 94.42%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.16% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.59% 97.09%
CHEMBL4208 P20618 Proteasome component C5 87.70% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.44% 99.23%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.42% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.49% 94.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.42% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.29% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 84.23% 95.93%
CHEMBL213 P08588 Beta-1 adrenergic receptor 83.96% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.26% 100.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.22% 82.38%
CHEMBL340 P08684 Cytochrome P450 3A4 81.81% 91.19%
CHEMBL4530 P00488 Coagulation factor XIII 81.00% 96.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.83% 90.71%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.30% 89.50%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 80.01% 96.09%

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 102145794
LOTUS LTS0215832
wikiData Q104200935