5-[2-(3,7-Dimethylocta-2,6-dienyl)-4,5-dihydroxyphenyl]-2-(3-methylbut-2-enyl)benzene-1,3-diol

Details

• Internal ID: b504f95b-fbfa-4aa0-8984-8c442078c81a
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: 5-[2-(3,7-dimethylocta-2,6-dienyl)-4,5-dihydroxyphenyl]-2-(3-methylbut-2-enyl)benzene-1,3-diol
• SMILES (Canonical): CC(=CCCC(=CCC1=CC(=C(C=C1C2=CC(=C(C(=C2)O)CC=C(C)C)O)O)O)C)C
• SMILES (Isomeric): CC(=CCCC(=CCC1=CC(=C(C=C1C2=CC(=C(C(=C2)O)CC=C(C)C)O)O)O)C)C
• InChI: InChI=1S/C27H34O4/c1-17(2)7-6-8-19(5)10-11-20-13-26(30)27(31)16-23(20)21-14-24(28)22(25(29)15-21)12-9-18(3)4/h7,9-10,13-16,28-31H,6,8,11-12H2,1-5H3
• InChI Key: UXVUTAYGHIXRNS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₄
• Molecular Weight: 422.60 g/mol
• Exact Mass: 422.24570956 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 6.92
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9697	96.97%
Caco-2	-	0.5675	56.75%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8017	80.17%
OATP2B1 inhibitior	+	0.5781	57.81%
OATP1B1 inhibitior	+	0.8749	87.49%
OATP1B3 inhibitior	+	0.9068	90.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8977	89.77%
P-glycoprotein inhibitior	+	0.7620	76.20%
P-glycoprotein substrate	-	0.8674	86.74%
CYP3A4 substrate	-	0.5234	52.34%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	+	0.3482	34.82%
CYP3A4 inhibition	-	0.5465	54.65%
CYP2C9 inhibition	+	0.5865	58.65%
CYP2C19 inhibition	+	0.5498	54.98%
CYP2D6 inhibition	-	0.7925	79.25%
CYP1A2 inhibition	+	0.6477	64.77%
CYP2C8 inhibition	-	0.6523	65.23%
CYP inhibitory promiscuity	+	0.6522	65.22%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8423	84.23%
Carcinogenicity (trinary)	Non-required	0.7165	71.65%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.7500	75.00%
Skin irritation	-	0.7596	75.96%
Skin corrosion	-	0.8780	87.80%
Ames mutagenesis	-	0.5570	55.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.9107	91.07%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6842	68.42%
skin sensitisation	-	0.6259	62.59%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6713	67.13%
Acute Oral Toxicity (c)	III	0.5833	58.33%
Estrogen receptor binding	+	0.9497	94.97%
Androgen receptor binding	+	0.6882	68.82%
Thyroid receptor binding	+	0.7496	74.96%
Glucocorticoid receptor binding	+	0.7146	71.46%
Aromatase binding	+	0.7261	72.61%
PPAR gamma	+	0.8982	89.82%
Honey bee toxicity	-	0.8642	86.42%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
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	98.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.31%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.10%	91.49%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.53%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	92.11%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.68%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.94%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.93%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.62%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.51%	83.57%
CHEMBL4208	P20618	Proteasome component C5	80.26%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.00%	96.95%

Plants that contains it

• Clusia paralicola

Cross-Links

• PubChem: 57372468
• LOTUS: LTS0260726
• wikiData: Q105281082