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(3S,4R)-6-[(3S)-10-hydroxy-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromene-4,10-diol

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 87083432-998f-40b9-8b6e-52b300ac7383
Taxonomy Lignans, neolignans and related compounds > Arylnaphthalene lignans
IUPAC Name (3S,4R)-6-[(3S)-10-hydroxy-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromene-4,10-diol
SMILES (Canonical) CC1CC2=C(C3=C(C(=CC(=C3)OC)OC)C(=C2CO1)O)C4=C(C=C(C5=C(C6=C(C=C54)C(C(OC6)C)O)O)OC)OC
SMILES (Isomeric) C[C@H]1CC2=C(C3=C(C(=CC(=C3)OC)OC)C(=C2CO1)O)C4=C(C=C(C5=C(C6=C(C=C54)[C@H]([C@@H](OC6)C)O)O)OC)OC
InChI InChI=1S/C32H34O9/c1-14-7-17-21(12-40-14)31(34)28-19(8-16(36-3)9-23(28)37-4)26(17)27-20-10-18-22(13-41-15(2)30(18)33)32(35)29(20)25(39-6)11-24(27)38-5/h8-11,14-15,30,33-35H,7,12-13H2,1-6H3/t14-,15-,30-/m0/s1
InChI Key DMYFRPAJVOQFRL-HXMUGFDJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H34O9
Molecular Weight 562.60 g/mol
Exact Mass 562.22028266 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 5.52
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4R)-6-[(3S)-10-hydroxy-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromen-5-yl]-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromene-4,10-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9388 93.88%
Caco-2 - 0.6120 61.20%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7086 70.86%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8313 83.13%
OATP1B3 inhibitior + 0.9510 95.10%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9301 93.01%
P-glycoprotein inhibitior + 0.7687 76.87%
P-glycoprotein substrate + 0.5731 57.31%
CYP3A4 substrate + 0.6396 63.96%
CYP2C9 substrate - 0.7907 79.07%
CYP2D6 substrate + 0.5173 51.73%
CYP3A4 inhibition - 0.8466 84.66%
CYP2C9 inhibition - 0.7796 77.96%
CYP2C19 inhibition - 0.5979 59.79%
CYP2D6 inhibition - 0.8853 88.53%
CYP1A2 inhibition - 0.6703 67.03%
CYP2C8 inhibition + 0.6353 63.53%
CYP inhibitory promiscuity - 0.7253 72.53%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6015 60.15%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.8604 86.04%
Skin irritation - 0.8259 82.59%
Skin corrosion - 0.9617 96.17%
Ames mutagenesis + 0.6863 68.63%
Human Ether-a-go-go-Related Gene inhibition - 0.3649 36.49%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.9025 90.25%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.8584 85.84%
Acute Oral Toxicity (c) III 0.6993 69.93%
Estrogen receptor binding + 0.8333 83.33%
Androgen receptor binding + 0.5737 57.37%
Thyroid receptor binding + 0.6710 67.10%
Glucocorticoid receptor binding + 0.8357 83.57%
Aromatase binding + 0.6438 64.38%
PPAR gamma + 0.7443 74.43%
Honey bee toxicity - 0.7500 75.00%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5951 59.51%
Fish aquatic toxicity + 0.9453 94.53%

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 99.31% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.87% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.51% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.86% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.77% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.69% 86.33%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 88.24% 97.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.42% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.34% 93.99%
CHEMBL2581 P07339 Cathepsin D 86.94% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.55% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.46% 95.89%
CHEMBL213 P08588 Beta-1 adrenergic receptor 85.33% 95.56%
CHEMBL2535 P11166 Glucose transporter 84.79% 98.75%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 84.64% 92.68%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.36% 99.17%
CHEMBL3438 Q05513 Protein kinase C zeta 84.06% 88.48%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.99% 94.00%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 81.57% 91.79%
CHEMBL4355 O14976 Serine/threonine-protein kinase GAK 81.49% 89.32%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.40% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.12% 97.09%
CHEMBL1907 P15144 Aminopeptidase N 80.97% 93.31%

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 163014714
LOTUS LTS0039829
wikiData Q104985391