5-[(Z,1R,2R)-3-(3,5-dihydroxyphenyl)-1-hydroxy-1,4-bis(4-hydroxyphenyl)but-3-en-2-yl]benzene-1,3-diol

Details

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Internal ID 089f86c6-af84-4d01-bc36-1d2a131ab6db
Taxonomy Lignans, neolignans and related compounds
IUPAC Name 5-[(Z,1R,2R)-3-(3,5-dihydroxyphenyl)-1-hydroxy-1,4-bis(4-hydroxyphenyl)but-3-en-2-yl]benzene-1,3-diol
SMILES (Canonical) C1=CC(=CC=C1C=C(C2=CC(=CC(=C2)O)O)C(C3=CC(=CC(=C3)O)O)C(C4=CC=C(C=C4)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1/C=C(\C2=CC(=CC(=C2)O)O)/[C@@H](C3=CC(=CC(=C3)O)O)[C@H](C4=CC=C(C=C4)O)O)O
InChI InChI=1S/C28H24O7/c29-20-5-1-16(2-6-20)9-26(18-10-22(31)14-23(32)11-18)27(19-12-24(33)15-25(34)13-19)28(35)17-3-7-21(30)8-4-17/h1-15,27-35H/b26-9+/t27-,28+/m1/s1
InChI Key GCORPFHXPBERCR-AOSFRUBZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H24O7
Molecular Weight 472.50 g/mol
Exact Mass 472.15220310 g/mol
Topological Polar Surface Area (TPSA) 142.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.98
H-Bond Acceptor 7
H-Bond Donor 7
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[(Z,1R,2R)-3-(3,5-dihydroxyphenyl)-1-hydroxy-1,4-bis(4-hydroxyphenyl)but-3-en-2-yl]benzene-1,3-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9770 97.70%
Caco-2 - 0.8526 85.26%
Blood Brain Barrier - 0.6629 66.29%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6826 68.26%
OATP2B1 inhibitior - 0.5552 55.52%
OATP1B1 inhibitior + 0.8555 85.55%
OATP1B3 inhibitior + 0.9025 90.25%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9088 90.88%
BSEP inhibitior + 0.6509 65.09%
P-glycoprotein inhibitior - 0.7241 72.41%
P-glycoprotein substrate - 0.8124 81.24%
CYP3A4 substrate - 0.6234 62.34%
CYP2C9 substrate - 0.7859 78.59%
CYP2D6 substrate - 0.6855 68.55%
CYP3A4 inhibition + 0.8802 88.02%
CYP2C9 inhibition + 0.7245 72.45%
CYP2C19 inhibition + 0.6950 69.50%
CYP2D6 inhibition - 0.9314 93.14%
CYP1A2 inhibition + 0.9162 91.62%
CYP2C8 inhibition + 0.4799 47.99%
CYP inhibitory promiscuity + 0.9210 92.10%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.6396 63.96%
Carcinogenicity (trinary) Non-required 0.5372 53.72%
Eye corrosion - 0.9867 98.67%
Eye irritation + 0.7817 78.17%
Skin irritation - 0.6302 63.02%
Skin corrosion - 0.9253 92.53%
Ames mutagenesis - 0.7054 70.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6979 69.79%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.5927 59.27%
skin sensitisation + 0.7754 77.54%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.7000 70.00%
Nephrotoxicity - 0.5864 58.64%
Acute Oral Toxicity (c) III 0.6440 64.40%
Estrogen receptor binding + 0.6482 64.82%
Androgen receptor binding + 0.7620 76.20%
Thyroid receptor binding + 0.6960 69.60%
Glucocorticoid receptor binding + 0.7736 77.36%
Aromatase binding + 0.6199 61.99%
PPAR gamma + 0.8946 89.46%
Honey bee toxicity - 0.8070 80.70%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9792 97.92%

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 95.20% 91.11%
CHEMBL242 Q92731 Estrogen receptor beta 92.28% 98.35%
CHEMBL4208 P20618 Proteasome component C5 89.34% 90.00%
CHEMBL3194 P02766 Transthyretin 89.15% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.15% 86.33%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 88.06% 97.23%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 86.95% 93.10%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.94% 95.56%
CHEMBL2535 P11166 Glucose transporter 85.32% 98.75%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.03% 93.40%
CHEMBL3902 P09211 Glutathione S-transferase Pi 83.11% 93.81%
CHEMBL240 Q12809 HERG 82.96% 89.76%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.75% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.72% 89.00%
CHEMBL2581 P07339 Cathepsin D 80.18% 98.95%

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.
Vitis amurensis

Cross-Links

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PubChem 92446989
LOTUS LTS0101212
wikiData Q105006380