(2,4-dihydroxyphenyl)-[(1R,2R,6S)-6-(2,4-dihydroxyphenyl)-2-[5-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-2-hydroxyphenyl]-4-methylcyclohex-3-en-1-yl]methanone

Details

• Internal ID: ff690c6e-c5be-4c10-a35a-a5d0044985ed
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (2,4-dihydroxyphenyl)-[(1R,2R,6S)-6-(2,4-dihydroxyphenyl)-2-[5-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-2-hydroxyphenyl]-4-methylcyclohex-3-en-1-yl]methanone
• InChI: InChI=1S/C34H30O8/c1-18-10-28(25-7-5-21(35)16-31(25)40)33(34(42)26-8-6-22(36)17-32(26)41)29(11-18)27-14-19(4-9-30(27)39)2-3-20-12-23(37)15-24(38)13-20/h2-9,11-17,28-29,33,35-41H,10H2,1H3/b3-2+/t28-,29+,33-/m1/s1
• InChI Key: BENCEMVUEREMHX-JHIKTBOWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₀O₈
• Molecular Weight: 566.60 g/mol
• Exact Mass: 566.19406791 g/mol
• Topological Polar Surface Area (TPSA): 159.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.51
• H-Bond Acceptor: 8
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	-	0.8140	81.40%
Blood Brain Barrier	-	0.7879	78.79%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8293	82.93%
OATP2B1 inhibitior	+	0.5610	56.10%
OATP1B1 inhibitior	+	0.9274	92.74%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9338	93.38%
BSEP inhibitior	+	0.9359	93.59%
P-glycoprotein inhibitior	+	0.7120	71.20%
P-glycoprotein substrate	-	0.5796	57.96%
CYP3A4 substrate	+	0.6445	64.45%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	+	0.5399	53.99%
CYP2C9 inhibition	+	0.9272	92.72%
CYP2C19 inhibition	+	0.9034	90.34%
CYP2D6 inhibition	-	0.8207	82.07%
CYP1A2 inhibition	+	0.9663	96.63%
CYP2C8 inhibition	+	0.7375	73.75%
CYP inhibitory promiscuity	+	0.9410	94.10%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7273	72.73%
Carcinogenicity (trinary)	Non-required	0.6171	61.71%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8706	87.06%
Skin irritation	-	0.6437	64.37%
Skin corrosion	-	0.8210	82.10%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.9216	92.16%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	+	0.5247	52.47%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6821	68.21%
Acute Oral Toxicity (c)	III	0.5238	52.38%
Estrogen receptor binding	+	0.8305	83.05%
Androgen receptor binding	+	0.8030	80.30%
Thyroid receptor binding	+	0.5971	59.71%
Glucocorticoid receptor binding	+	0.7788	77.88%
Aromatase binding	-	0.5897	58.97%
PPAR gamma	+	0.7617	76.17%
Honey bee toxicity	-	0.7972	79.72%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

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	97.00%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.79%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.59%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.48%	96.09%
CHEMBL3194	P02766	Transthyretin	91.23%	90.71%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.88%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.74%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.27%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.56%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	85.85%	91.49%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.90%	93.56%
CHEMBL2535	P11166	Glucose transporter	84.19%	98.75%
CHEMBL2056	P21728	Dopamine D1 receptor	83.59%	91.00%
CHEMBL217	P14416	Dopamine D2 receptor	83.09%	95.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.97%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.78%	99.23%
CHEMBL4208	P20618	Proteasome component C5	82.77%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.99%	96.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.72%	91.71%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	81.02%	100.00%
CHEMBL220	P22303	Acetylcholinesterase	80.62%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.59%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	80.38%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.32%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.08%	97.09%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.04%	90.24%

Plants that contains it

• Morus macroura

Cross-Links

• PubChem: 11238405
• LOTUS: LTS0188269
• wikiData: Q104933212