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(3R,4S)-3-(2-hydroxy-4,5-dimethoxyphenyl)-4-[4-hydroxy-5-[(3R)-7-hydroxy-3,4-dihydro-2H-chromen-3-yl]-2-methoxyphenyl]-3,4-dihydro-2H-chromen-7-ol

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 fac39783-7958-4d6b-9886-2017635ccc97
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids
IUPAC Name (3R,4S)-3-(2-hydroxy-4,5-dimethoxyphenyl)-4-[4-hydroxy-5-[(3R)-7-hydroxy-3,4-dihydro-2H-chromen-3-yl]-2-methoxyphenyl]-3,4-dihydro-2H-chromen-7-ol
SMILES (Canonical) COC1=C(C=C(C(=C1)C2COC3=C(C2C4=C(C=C(C(=C4)C5CC6=C(C=C(C=C6)O)OC5)O)OC)C=CC(=C3)O)O)OC
SMILES (Isomeric) COC1=C(C=C(C(=C1)[C@@H]2COC3=C([C@H]2C4=C(C=C(C(=C4)[C@H]5CC6=C(C=C(C=C6)O)OC5)O)OC)C=CC(=C3)O)O)OC
InChI InChI=1S/C33H32O9/c1-38-29-13-26(36)22(18-8-17-4-5-19(34)9-28(17)41-15-18)11-24(29)33-21-7-6-20(35)10-30(21)42-16-25(33)23-12-31(39-2)32(40-3)14-27(23)37/h4-7,9-14,18,25,33-37H,8,15-16H2,1-3H3/t18-,25-,33-/m0/s1
InChI Key BBDUXGXEBLGGMP-GDBFNMFKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H32O9
Molecular Weight 572.60 g/mol
Exact Mass 572.20463259 g/mol
Topological Polar Surface Area (TPSA) 127.00 Ų
XlogP 5.40
Atomic LogP (AlogP) 5.56
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4S)-3-(2-hydroxy-4,5-dimethoxyphenyl)-4-[4-hydroxy-5-[(3R)-7-hydroxy-3,4-dihydro-2H-chromen-3-yl]-2-methoxyphenyl]-3,4-dihydro-2H-chromen-7-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8773 87.73%
Caco-2 - 0.6320 63.20%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7883 78.83%
OATP2B1 inhibitior - 0.8614 86.14%
OATP1B1 inhibitior + 0.8909 89.09%
OATP1B3 inhibitior + 0.9767 97.67%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9711 97.11%
P-glycoprotein inhibitior + 0.8547 85.47%
P-glycoprotein substrate + 0.6000 60.00%
CYP3A4 substrate + 0.6354 63.54%
CYP2C9 substrate - 0.6025 60.25%
CYP2D6 substrate + 0.5974 59.74%
CYP3A4 inhibition - 0.8542 85.42%
CYP2C9 inhibition - 0.5492 54.92%
CYP2C19 inhibition + 0.6372 63.72%
CYP2D6 inhibition - 0.8502 85.02%
CYP1A2 inhibition - 0.6248 62.48%
CYP2C8 inhibition + 0.6824 68.24%
CYP inhibitory promiscuity + 0.6872 68.72%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6402 64.02%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.8976 89.76%
Skin irritation - 0.8245 82.45%
Skin corrosion - 0.9679 96.79%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8910 89.10%
Micronuclear + 0.6800 68.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.9058 90.58%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.7103 71.03%
Acute Oral Toxicity (c) III 0.6278 62.78%
Estrogen receptor binding + 0.8680 86.80%
Androgen receptor binding + 0.7372 73.72%
Thyroid receptor binding + 0.7299 72.99%
Glucocorticoid receptor binding + 0.8698 86.98%
Aromatase binding + 0.5596 55.96%
PPAR gamma + 0.6743 67.43%
Honey bee toxicity - 0.7920 79.20%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.8610 86.10%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.51% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.49% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.00% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.72% 92.94%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 92.60% 89.62%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 92.17% 91.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.11% 95.89%
CHEMBL236 P41143 Delta opioid receptor 91.31% 99.35%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.08% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.03% 95.56%
CHEMBL2581 P07339 Cathepsin D 88.19% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.20% 94.00%
CHEMBL2535 P11166 Glucose transporter 87.06% 98.75%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.43% 93.99%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 86.20% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.61% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.79% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.75% 100.00%
CHEMBL2337 P48067 Glycine transporter 1 83.32% 95.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.28% 99.15%
CHEMBL5896 O75164 Lysine-specific demethylase 4A 83.25% 99.09%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.73% 95.78%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 82.56% 82.67%
CHEMBL217 P14416 Dopamine D2 receptor 82.50% 95.62%
CHEMBL3194 P02766 Transthyretin 82.10% 90.71%
CHEMBL3085 P43003 Excitatory amino acid transporter 1 81.35% 94.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.23% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.76% 92.62%

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.
Dalbergia odorifera

Cross-Links

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PubChem 21629951
LOTUS LTS0111805
wikiData Q104922658