5-[2-(4-Hydroxyphenyl)ethenyl]cyclohexa-1,3-diene-1,3-diol

Details

• Internal ID: 5a019f22-cd67-4fee-ab6c-2257054987dc
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: 5-[2-(4-hydroxyphenyl)ethenyl]cyclohexa-1,3-diene-1,3-diol
• SMILES (Canonical): C1C(C=C(C=C1O)O)C=CC2=CC=C(C=C2)O
• SMILES (Isomeric): C1C(C=C(C=C1O)O)C=CC2=CC=C(C=C2)O
• InChI: InChI=1S/C14H14O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-7,9,11,15-17H,8H2
• InChI Key: CMAMGWUYRKDSKJ-UHFFFAOYSA-N
• Popularity: 68 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₃
• Molecular Weight: 230.26 g/mol
• Exact Mass: 230.094294304 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9847	98.47%
Caco-2	+	0.7133	71.33%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6930	69.30%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8800	88.00%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9338	93.38%
BSEP inhibitior	-	0.6936	69.36%
P-glycoprotein inhibitior	-	0.9669	96.69%
P-glycoprotein substrate	-	0.8061	80.61%
CYP3A4 substrate	-	0.5832	58.32%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	-	0.7791	77.91%
CYP3A4 inhibition	+	0.7234	72.34%
CYP2C9 inhibition	-	0.5129	51.29%
CYP2C19 inhibition	+	0.6897	68.97%
CYP2D6 inhibition	-	0.8656	86.56%
CYP1A2 inhibition	+	0.7264	72.64%
CYP2C8 inhibition	-	0.5877	58.77%
CYP inhibitory promiscuity	+	0.7858	78.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7462	74.62%
Carcinogenicity (trinary)	Non-required	0.5315	53.15%
Eye corrosion	-	0.9497	94.97%
Eye irritation	+	0.9274	92.74%
Skin irritation	+	0.5826	58.26%
Skin corrosion	-	0.7652	76.52%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6195	61.95%
Micronuclear	-	0.6341	63.41%
Hepatotoxicity	-	0.5657	56.57%
skin sensitisation	+	0.8034	80.34%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.4809	48.09%
Acute Oral Toxicity (c)	III	0.6700	67.00%
Estrogen receptor binding	+	0.8001	80.01%
Androgen receptor binding	+	0.6930	69.30%
Thyroid receptor binding	+	0.5592	55.92%
Glucocorticoid receptor binding	+	0.6021	60.21%
Aromatase binding	+	0.8769	87.69%
PPAR gamma	+	0.8412	84.12%
Honey bee toxicity	-	0.8459	84.59%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8100	81.00%

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	96.07%	91.11%
CHEMBL2039	P27338	Monoamine oxidase B	90.57%	92.51%
CHEMBL242	Q92731	Estrogen receptor beta	88.62%	98.35%
CHEMBL3194	P02766	Transthyretin	86.16%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.02%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.96%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	83.87%	91.49%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.25%	89.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.80%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.01%	100.00%

Plants that contains it

• Blasia pusilla
• Bulbophyllum triste
• Cannabis sativa
• Dendrobium chrysanthum
• Dioscorea dumetorum
• Hopea utilis
• Hydrangea serrata

Cross-Links

• PubChem: 122177172
• LOTUS: LTS0173851
• wikiData: Q104167899