5-methyl-3-(3,7,11-trimethyldodeca-2,6,10-trienyl)-2H-1-benzofuran-3-ol

Details

• Internal ID: befd5ea6-4e17-4303-8175-ca7101c4220f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-methyl-3-(3,7,11-trimethyldodeca-2,6,10-trienyl)-2H-1-benzofuran-3-ol
• SMILES (Canonical): CC1=CC2=C(C=C1)OCC2(CC=C(C)CCC=C(C)CCC=C(C)C)O
• SMILES (Isomeric): CC1=CC2=C(C=C1)OCC2(CC=C(C)CCC=C(C)CCC=C(C)C)O
• InChI: InChI=1S/C24H34O2/c1-18(2)8-6-9-19(3)10-7-11-20(4)14-15-24(25)17-26-23-13-12-21(5)16-22(23)24/h8,10,12-14,16,25H,6-7,9,11,15,17H2,1-5H3
• InChI Key: LRQZCLWZCZIIJA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄O₂
• Molecular Weight: 354.50 g/mol
• Exact Mass: 354.255880323 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.38
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8013	80.13%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6310	63.10%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9319	93.19%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8909	89.09%
P-glycoprotein inhibitior	+	0.7715	77.15%
P-glycoprotein substrate	-	0.7855	78.55%
CYP3A4 substrate	+	0.5060	50.60%
CYP2C9 substrate	+	0.6107	61.07%
CYP2D6 substrate	+	0.4407	44.07%
CYP3A4 inhibition	-	0.7606	76.06%
CYP2C9 inhibition	-	0.6952	69.52%
CYP2C19 inhibition	-	0.5420	54.20%
CYP2D6 inhibition	-	0.8603	86.03%
CYP1A2 inhibition	+	0.6308	63.08%
CYP2C8 inhibition	-	0.7537	75.37%
CYP inhibitory promiscuity	-	0.6369	63.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5647	56.47%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.8103	81.03%
Skin irritation	-	0.7197	71.97%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8904	89.04%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5423	54.23%
skin sensitisation	-	0.6025	60.25%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4540	45.40%
Acute Oral Toxicity (c)	III	0.7357	73.57%
Estrogen receptor binding	+	0.8297	82.97%
Androgen receptor binding	+	0.7195	71.95%
Thyroid receptor binding	+	0.7069	70.69%
Glucocorticoid receptor binding	+	0.5868	58.68%
Aromatase binding	+	0.6995	69.95%
PPAR gamma	+	0.8322	83.22%
Honey bee toxicity	-	0.9221	92.21%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9546	95.46%

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	97.82%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	94.05%	92.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.80%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	92.85%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.76%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.68%	96.09%
CHEMBL2039	P27338	Monoamine oxidase B	88.31%	92.51%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.57%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.36%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.12%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.06%	85.14%
CHEMBL4208	P20618	Proteasome component C5	80.55%	90.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.39%	94.80%

Plants that contains it

• Mutisia spinosa

Cross-Links

• PubChem: 163194346
• LOTUS: LTS0263278
• wikiData: Q105156262