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(2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-11-methoxy-3,4-dihydro-2H-naphtho[2,1-f]chromene-3,10-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 9c7d2256-0d96-493c-8d24-cdd4ec3ee78b
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
IUPAC Name (2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-11-methoxy-3,4-dihydro-2H-naphtho[2,1-f]chromene-3,10-diol
SMILES (Canonical) COC1=C(C=CC(=C1)C2C(CC3=C4C=CC5=C(C4=C(C=C3O2)OC)C(=CC=C5)O)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)[C@H]2[C@@H](CC3=C4C=CC5=C(C4=C(C=C3O2)OC)C(=CC=C5)O)O)O
InChI InChI=1S/C25H22O6/c1-29-21-10-14(7-9-17(21)26)25-19(28)11-16-15-8-6-13-4-3-5-18(27)23(13)24(15)22(30-2)12-20(16)31-25/h3-10,12,19,25-28H,11H2,1-2H3/t19-,25+/m1/s1
InChI Key DCCJOXUWPQSOJV-CLOONOSVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H22O6
Molecular Weight 418.40 g/mol
Exact Mass 418.14163842 g/mol
Topological Polar Surface Area (TPSA) 88.40 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.46
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R)-2-(4-hydroxy-3-methoxyphenyl)-11-methoxy-3,4-dihydro-2H-naphtho[2,1-f]chromene-3,10-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9725 97.25%
Caco-2 + 0.4909 49.09%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6851 68.51%
OATP2B1 inhibitior - 0.8608 86.08%
OATP1B1 inhibitior + 0.9160 91.60%
OATP1B3 inhibitior + 0.9654 96.54%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8455 84.55%
P-glycoprotein inhibitior + 0.8114 81.14%
P-glycoprotein substrate - 0.6833 68.33%
CYP3A4 substrate + 0.5817 58.17%
CYP2C9 substrate - 0.6107 61.07%
CYP2D6 substrate + 0.6005 60.05%
CYP3A4 inhibition - 0.7683 76.83%
CYP2C9 inhibition - 0.5936 59.36%
CYP2C19 inhibition + 0.7230 72.30%
CYP2D6 inhibition - 0.6564 65.64%
CYP1A2 inhibition + 0.5934 59.34%
CYP2C8 inhibition + 0.7007 70.07%
CYP inhibitory promiscuity + 0.5508 55.08%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5636 56.36%
Eye corrosion - 0.9868 98.68%
Eye irritation - 0.7811 78.11%
Skin irritation - 0.7267 72.67%
Skin corrosion - 0.9530 95.30%
Ames mutagenesis + 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4098 40.98%
Micronuclear + 0.7959 79.59%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.9058 90.58%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7355 73.55%
Acute Oral Toxicity (c) III 0.5814 58.14%
Estrogen receptor binding + 0.8794 87.94%
Androgen receptor binding + 0.6857 68.57%
Thyroid receptor binding + 0.8021 80.21%
Glucocorticoid receptor binding + 0.8389 83.89%
Aromatase binding - 0.5483 54.83%
PPAR gamma + 0.7288 72.88%
Honey bee toxicity - 0.8423 84.23%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.6537 65.37%

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 99.53% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.23% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 96.85% 91.49%
CHEMBL2535 P11166 Glucose transporter 95.69% 98.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.01% 95.56%
CHEMBL3438 Q05513 Protein kinase C zeta 92.63% 88.48%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.13% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.99% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.58% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.58% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.54% 92.94%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.88% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.67% 95.89%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 88.52% 94.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.27% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.53% 99.23%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.15% 93.99%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.75% 85.14%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.46% 92.62%
CHEMBL2581 P07339 Cathepsin D 82.82% 98.95%
CHEMBL213 P08588 Beta-1 adrenergic receptor 82.65% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.91% 99.17%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 80.32% 91.79%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 80.13% 92.50%

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.
Dendrobium loddigesii

Cross-Links

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PubChem 46211447
LOTUS LTS0032063
wikiData Q104975191