4-[(1Z)-3-(4-hydroxyphenyl)-3-methyl-penta-1,4-dienyl]phenol

Details

• Internal ID: 41f25421-5826-493b-a53a-9cadda18ae47
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 4-[(1Z)-3-(4-hydroxyphenyl)-3-methylpenta-1,4-dienyl]phenol
• SMILES (Canonical): CC(C=C)(C=CC1=CC=C(C=C1)O)C2=CC=C(C=C2)O
• SMILES (Isomeric): CC(C=C)(/C=C\C1=CC=C(C=C1)O)C2=CC=C(C=C2)O
• InChI: InChI=1S/C18H18O2/c1-3-18(2,15-6-10-17(20)11-7-15)13-12-14-4-8-16(19)9-5-14/h3-13,19-20H,1H2,2H3/b13-12-
• InChI Key: DQSXUZSTVVDEJK-SEYXRHQNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₂
• Molecular Weight: 266.30 g/mol
• Exact Mass: 266.130679813 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.25
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 4-[(1Z)-3-(4-hydroxyphenyl)-3-methyl-penta-1,4-dienyl]phenol
• 4-[(3S)(1Z)-3-(4-hydroxyphenyl)-3-methylpenta-1,4-dienyl]phenol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.8324	83.24%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7678	76.78%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8698	86.98%
OATP1B3 inhibitior	+	0.9362	93.62%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6593	65.93%
P-glycoprotein inhibitior	-	0.8744	87.44%
P-glycoprotein substrate	-	0.9278	92.78%
CYP3A4 substrate	-	0.5980	59.80%
CYP2C9 substrate	+	0.6090	60.90%
CYP2D6 substrate	-	0.7473	74.73%
CYP3A4 inhibition	+	0.5570	55.70%
CYP2C9 inhibition	+	0.7253	72.53%
CYP2C19 inhibition	+	0.7432	74.32%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	+	0.6124	61.24%
CYP2C8 inhibition	-	0.5933	59.33%
CYP inhibitory promiscuity	+	0.6319	63.19%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5583	55.83%
Carcinogenicity (trinary)	Non-required	0.5670	56.70%
Eye corrosion	-	0.9329	93.29%
Eye irritation	+	0.9573	95.73%
Skin irritation	-	0.7829	78.29%
Skin corrosion	-	0.6776	67.76%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5833	58.33%
skin sensitisation	+	0.9011	90.11%
Respiratory toxicity	-	0.8556	85.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.6426	64.26%
Acute Oral Toxicity (c)	III	0.8694	86.94%
Estrogen receptor binding	+	0.9198	91.98%
Androgen receptor binding	+	0.8249	82.49%
Thyroid receptor binding	+	0.6465	64.65%
Glucocorticoid receptor binding	+	0.7732	77.32%
Aromatase binding	+	0.8782	87.82%
PPAR gamma	+	0.7526	75.26%
Honey bee toxicity	-	0.9328	93.28%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9799	97.99%

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	95.38%	92.51%
CHEMBL242	Q92731	Estrogen receptor beta	95.31%	98.35%
CHEMBL1951	P21397	Monoamine oxidase A	93.50%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.92%	91.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	88.17%	90.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.83%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.52%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.51%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.77%	89.62%
CHEMBL3194	P02766	Transthyretin	80.63%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	80.12%	94.73%

Plants that contains it

• Anemarrhena asphodeloides

Cross-Links

• PubChem: 6476798
• LOTUS: LTS0246320
• wikiData: Q104987127