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(3S,4S)-6-[(3S,4S)-4,10-dihydroxy-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 3ea3c8e8-98d3-474a-ba96-19aa8d7c88ac
Taxonomy Lignans, neolignans and related compounds > Arylnaphthalene lignans
IUPAC Name (3S,4S)-6-[(3S,4S)-4,10-dihydroxy-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)
SMILES (Isomeric)
InChI InChI=1S/C32H34O10/c1-13-29(33)16-9-18-24(22(39-5)10-23(40-6)26(18)31(35)19(16)11-41-13)27-17-7-15(37-3)8-21(38-4)25(17)32(36)20-12-42-14(2)30(34)28(20)27/h7-10,13-14,29-30,33-36H,11-12H2,1-6H3/t13-,14-,29+,30+/m0/s1
InChI Key WRSWUZPYBGDARY-CUAUGLLKSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C32H34O10
Molecular Weight 578.60 g/mol
Exact Mass 578.21519728 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 5.01
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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CHEBI:199012
(3S,3'S,4S,4'S)-3,3'-Dimethyl-7,7',9,9'-tetramethoxy-3,3',4,4'-tetrahydro-5,6'-bi(1H-naphtho[2,3-c]pyran)-4,4',10,10'-tetrol
(3S,4S)-6-[(3S,4S)-4,10-dihydroxy-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

2D Structure

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2D Structure of (3S,4S)-6-[(3S,4S)-4,10-dihydroxy-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 + 0.9263 92.63%
Caco-2 - 0.6604 66.04%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6768 67.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8652 86.52%
OATP1B3 inhibitior + 0.9659 96.59%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8719 87.19%
P-glycoprotein inhibitior + 0.7104 71.04%
P-glycoprotein substrate - 0.5169 51.69%
CYP3A4 substrate + 0.6185 61.85%
CYP2C9 substrate - 0.8062 80.62%
CYP2D6 substrate + 0.4449 44.49%
CYP3A4 inhibition - 0.9032 90.32%
CYP2C9 inhibition - 0.5931 59.31%
CYP2C19 inhibition + 0.5540 55.40%
CYP2D6 inhibition - 0.8845 88.45%
CYP1A2 inhibition - 0.6714 67.14%
CYP2C8 inhibition + 0.5586 55.86%
CYP inhibitory promiscuity - 0.5070 50.70%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6462 64.62%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.8791 87.91%
Skin irritation - 0.8028 80.28%
Skin corrosion - 0.9623 96.23%
Ames mutagenesis + 0.6763 67.63%
Human Ether-a-go-go-Related Gene inhibition + 0.6554 65.54%
Micronuclear + 0.5900 59.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.9130 91.30%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.9177 91.77%
Acute Oral Toxicity (c) III 0.6726 67.26%
Estrogen receptor binding + 0.8224 82.24%
Androgen receptor binding + 0.6219 62.19%
Thyroid receptor binding + 0.6572 65.72%
Glucocorticoid receptor binding + 0.8193 81.93%
Aromatase binding + 0.6563 65.63%
PPAR gamma + 0.7563 75.63%
Honey bee toxicity - 0.7893 78.93%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6251 62.51%
Fish aquatic toxicity + 0.8815 88.15%

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 99.22% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.73% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 94.69% 92.94%
CHEMBL240 Q12809 HERG 92.72% 89.76%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 91.15% 97.31%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.95% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.81% 94.45%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.31% 93.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.06% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.42% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.16% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.97% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.12% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.60% 94.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 84.32% 95.56%
CHEMBL2535 P11166 Glucose transporter 84.29% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.82% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.44% 90.71%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 80.23% 91.79%

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 10674720
LOTUS LTS0121587
wikiData Q105311559