(6S,6aR,7S,12aR)-7-[(E)-2-(4-hydroxyphenyl)ethenyl]-1,8-dimethoxy-6-phenyl-6,6a,7,12a-tetrahydrochromeno[3,2-c]chromene-3,10-diol

Details

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Internal ID fc942e4f-283b-458d-9b5e-87fedf172985
Taxonomy Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 5-O-methylated flavonoids
IUPAC Name (6S,6aR,7S,12aR)-7-[(E)-2-(4-hydroxyphenyl)ethenyl]-1,8-dimethoxy-6-phenyl-6,6a,7,12a-tetrahydrochromeno[3,2-c]chromene-3,10-diol
SMILES (Canonical) COC1=CC(=CC2=C1C(C3C(OC4=C(C3O2)C(=CC(=C4)O)OC)C5=CC=CC=C5)C=CC6=CC=C(C=C6)O)O
SMILES (Isomeric) COC1=CC(=CC2=C1[C@H]([C@@H]3[C@H](OC4=C([C@@H]3O2)C(=CC(=C4)O)OC)C5=CC=CC=C5)/C=C/C6=CC=C(C=C6)O)O
InChI InChI=1S/C32H28O7/c1-36-24-14-21(34)16-26-28(24)23(13-10-18-8-11-20(33)12-9-18)29-31(19-6-4-3-5-7-19)38-27-17-22(35)15-25(37-2)30(27)32(29)39-26/h3-17,23,29,31-35H,1-2H3/b13-10+/t23-,29-,31-,32-/m1/s1
InChI Key KRDJMIGLRVHACC-OFYRFEPDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H28O7
Molecular Weight 524.60 g/mol
Exact Mass 524.18350323 g/mol
Topological Polar Surface Area (TPSA) 97.60 Ų
XlogP 6.00
Atomic LogP (AlogP) 6.50
H-Bond Acceptor 7
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 (6S,6aR,7S,12aR)-7-[(E)-2-(4-hydroxyphenyl)ethenyl]-1,8-dimethoxy-6-phenyl-6,6a,7,12a-tetrahydrochromeno[3,2-c]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 + 0.9826 98.26%
Caco-2 - 0.6224 62.24%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7812 78.12%
OATP2B1 inhibitior - 0.8585 85.85%
OATP1B1 inhibitior + 0.8028 80.28%
OATP1B3 inhibitior + 0.9836 98.36%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9574 95.74%
P-glycoprotein inhibitior + 0.8321 83.21%
P-glycoprotein substrate - 0.7516 75.16%
CYP3A4 substrate + 0.5706 57.06%
CYP2C9 substrate + 0.6202 62.02%
CYP2D6 substrate + 0.3681 36.81%
CYP3A4 inhibition + 0.6612 66.12%
CYP2C9 inhibition + 0.8416 84.16%
CYP2C19 inhibition + 0.9089 90.89%
CYP2D6 inhibition - 0.5673 56.73%
CYP1A2 inhibition + 0.7921 79.21%
CYP2C8 inhibition + 0.8784 87.84%
CYP inhibitory promiscuity + 0.9106 91.06%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9213 92.13%
Carcinogenicity (trinary) Non-required 0.4614 46.14%
Eye corrosion - 0.9845 98.45%
Eye irritation - 0.7310 73.10%
Skin irritation - 0.7427 74.27%
Skin corrosion - 0.9666 96.66%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8168 81.68%
Micronuclear + 0.8100 81.00%
Hepatotoxicity - 0.5716 57.16%
skin sensitisation - 0.8929 89.29%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity + 0.5135 51.35%
Acute Oral Toxicity (c) III 0.5595 55.95%
Estrogen receptor binding + 0.7864 78.64%
Androgen receptor binding + 0.7720 77.20%
Thyroid receptor binding + 0.7829 78.29%
Glucocorticoid receptor binding + 0.8403 84.03%
Aromatase binding + 0.5423 54.23%
PPAR gamma + 0.7845 78.45%
Honey bee toxicity - 0.7951 79.51%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.8973 89.73%

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 96.80% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.86% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 94.10% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.29% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.18% 95.56%
CHEMBL3194 P02766 Transthyretin 90.20% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.31% 99.17%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 87.40% 89.44%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.03% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.10% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.88% 95.89%
CHEMBL2535 P11166 Glucose transporter 84.03% 98.75%

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.
Fridericia platyphylla

Cross-Links

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PubChem 90682493
LOTUS LTS0089540
wikiData Q105144936