1,7-Bis(4-hydroxyphenyl)hepta-4,6-dien-3-one

Details

• Internal ID: deb25423-c4fe-4e9a-b19e-f2bd9ceab306
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (4E,6E)-1,7-bis(4-hydroxyphenyl)hepta-4,6-dien-3-one
• SMILES (Canonical): C1=CC(=CC=C1CCC(=O)C=CC=CC2=CC=C(C=C2)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CCC(=O)/C=C/C=C/C2=CC=C(C=C2)O)O
• InChI: InChI=1S/C19H18O3/c20-17(10-7-16-8-13-19(22)14-9-16)4-2-1-3-15-5-11-18(21)12-6-15/h1-6,8-9,11-14,21-22H,7,10H2/b3-1+,4-2+
• InChI Key: QIROPQQWKBMABC-ZPUQHVIOSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₃
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.125594432 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• 1,7-bis(4-hydroxyphenyl)hepta-4,6-dien-3-one
• (4E,6E)-1,7-bis(4-hydroxyphenyl)hepta-4,6-dien-3-one
• CHEBI:70702
• 4,6-Heptadien-3-one, 1,7-bis(4-hydroxyphenyl)-, (4E,6E)-
• 1,7-bis(4-hydroxyphenyl)-hepta-4e,6e-dien-3-one
• 1,7-bis(4-hydroxyphenyl)hepta-4E-6E-dien-3-one
• (4E,6E)-1,7-bis(4-hydroxyphenyl)-4,6-heptadien-3-one
• CHEMBL475829
• BDBM246500
• HY-N0998
• AKOS025288283
• CS-0016234
• 1?7-Bis(4-hydroxyphenyl)hepta-4?6-dien-3-one
• 1,7-Bis(4-hydroxyphenyl)-4,6-heptadiene-3-one
• Q27139033
• (4E,6E)-1,7-Bis(4-hydroxyphenyl)-4,6-heptadiene-3-one
• (4e,6e)-1,7-bis(4-hydroxyphenyl)-hepta-4,6-dien-3-one
• (4E,6E)-1,7-bis(4-hydroxyphenyl)-4,6-heptadien-3-one (20)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	-	0.7181	71.81%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7882	78.82%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9208	92.08%
OATP1B3 inhibitior	+	0.8713	87.13%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7937	79.37%
P-glycoprotein inhibitior	-	0.8696	86.96%
P-glycoprotein substrate	-	0.8995	89.95%
CYP3A4 substrate	-	0.5723	57.23%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8105	81.05%
CYP3A4 inhibition	+	0.6169	61.69%
CYP2C9 inhibition	-	0.5233	52.33%
CYP2C19 inhibition	+	0.7864	78.64%
CYP2D6 inhibition	-	0.9226	92.26%
CYP1A2 inhibition	+	0.7128	71.28%
CYP2C8 inhibition	+	0.7017	70.17%
CYP inhibitory promiscuity	+	0.6373	63.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7391	73.91%
Carcinogenicity (trinary)	Non-required	0.5657	56.57%
Eye corrosion	-	0.9642	96.42%
Eye irritation	+	0.9091	90.91%
Skin irritation	-	0.6472	64.72%
Skin corrosion	-	0.9725	97.25%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5333	53.33%
Micronuclear	-	0.7382	73.82%
Hepatotoxicity	-	0.5925	59.25%
skin sensitisation	+	0.6629	66.29%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.6789	67.89%
Acute Oral Toxicity (c)	III	0.5567	55.67%
Estrogen receptor binding	+	0.9480	94.80%
Androgen receptor binding	+	0.8509	85.09%
Thyroid receptor binding	+	0.5206	52.06%
Glucocorticoid receptor binding	+	0.7839	78.39%
Aromatase binding	+	0.8875	88.75%
PPAR gamma	+	0.7697	76.97%
Honey bee toxicity	-	0.8809	88.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9198	91.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	95.03%	92.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.55%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.57%	99.17%
CHEMBL3194	P02766	Transthyretin	88.82%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.87%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.49%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.62%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.16%	95.50%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.04%	85.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.48%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.30%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.81%	89.00%
CHEMBL2581	P07339	Cathepsin D	81.08%	98.95%

Plants that contains it

• Allium giganteum
• Allium karataviense
• Alpinia roxburghii
• Curcuma comosa
• Curcuma kwangsiensis
• Dioscorea oppositifolia
• Musa acuminata

Cross-Links

• PubChem: 10613719
• NPASS: NPC69332
• ChEMBL: CHEMBL475829
• LOTUS: LTS0226554
• wikiData: Q105110915