1-[3-[6-[2,4-Dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]-3-(2,4-dihydroxyphenyl)prop-2-en-1-one

Details

• Internal ID: 69681593-b704-40fb-86a7-cffad3448e7d
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 1-[3-[6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]-3-(2,4-dihydroxyphenyl)prop-2-en-1-one
• InChI: InChI=1S/C40H38O10/c1-20(2)4-9-26-32(44)14-12-28(38(26)48)40(50)36-29(25-10-8-24(42)19-35(25)47)16-21(3)17-30(36)37-33(45)15-11-27(39(37)49)31(43)13-6-22-5-7-23(41)18-34(22)46/h4-8,10-15,17-19,29-30,36,41-42,44-49H,9,16H2,1-3H3
• InChI Key: KBAPHKOHTBBCTO-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₃₈O₁₀
• Molecular Weight: 678.70 g/mol
• Exact Mass: 678.24649740 g/mol
• Topological Polar Surface Area (TPSA): 196.00 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 7.45
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	-	0.8823	88.23%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7959	79.59%
OATP2B1 inhibitior	+	0.5750	57.50%
OATP1B1 inhibitior	+	0.8341	83.41%
OATP1B3 inhibitior	+	0.8755	87.55%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9193	91.93%
P-glycoprotein inhibitior	+	0.7744	77.44%
P-glycoprotein substrate	+	0.7085	70.85%
CYP3A4 substrate	+	0.6823	68.23%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8571	85.71%
CYP3A4 inhibition	-	0.6092	60.92%
CYP2C9 inhibition	+	0.8435	84.35%
CYP2C19 inhibition	+	0.8392	83.92%
CYP2D6 inhibition	-	0.6643	66.43%
CYP1A2 inhibition	+	0.8647	86.47%
CYP2C8 inhibition	+	0.8094	80.94%
CYP inhibitory promiscuity	+	0.8574	85.74%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7673	76.73%
Carcinogenicity (trinary)	Non-required	0.7152	71.52%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9024	90.24%
Skin irritation	-	0.7935	79.35%
Skin corrosion	-	0.8876	88.76%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9415	94.15%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.6104	61.04%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8812	88.12%
Acute Oral Toxicity (c)	III	0.5499	54.99%
Estrogen receptor binding	+	0.8107	81.07%
Androgen receptor binding	+	0.8283	82.83%
Thyroid receptor binding	+	0.5789	57.89%
Glucocorticoid receptor binding	+	0.7601	76.01%
Aromatase binding	-	0.4931	49.31%
PPAR gamma	+	0.7368	73.68%
Honey bee toxicity	-	0.7825	78.25%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
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	99.45%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.13%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.52%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.18%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.44%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.14%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.76%	89.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.11%	95.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.74%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	88.03%	94.73%
CHEMBL4208	P20618	Proteasome component C5	87.07%	90.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.68%	85.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.92%	91.71%
CHEMBL3194	P02766	Transthyretin	84.02%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.10%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.03%	89.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.39%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.00%	99.15%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.02%	93.56%
CHEMBL2535	P11166	Glucose transporter	80.96%	98.75%

Plants that contains it

• Morus alba
• Morus notabilis
• Sorocea bonplandii
• Sorocea guilleminiana

Cross-Links

• PubChem: 73167443
• LOTUS: LTS0154595
• wikiData: Q105138076