(2R)-2-[(2E)-3,7-dimethylocta-2,6-dienyl]-2-hydroxy-4-methyl-1-benzofuran-3-one

Details

• Internal ID: 9dc8d51e-f7aa-48e3-aece-e31713e08cbe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (2R)-2-[(2E)-3,7-dimethylocta-2,6-dienyl]-2-hydroxy-4-methyl-1-benzofuran-3-one
• SMILES (Canonical): CC1=C2C(=CC=C1)OC(C2=O)(CC=C(C)CCC=C(C)C)O
• SMILES (Isomeric): CC1=C2C(=CC=C1)O[C@@](C2=O)(C/C=C(\C)/CCC=C(C)C)O
• InChI: InChI=1S/C19H24O3/c1-13(2)7-5-8-14(3)11-12-19(21)18(20)17-15(4)9-6-10-16(17)22-19/h6-7,9-11,21H,5,8,12H2,1-4H3/b14-11+/t19-/m1/s1
• InChI Key: LYYYGBZWTAWUFH-FIIODCPWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₃
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.34
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.8495	84.95%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6971	69.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9292	92.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8008	80.08%
P-glycoprotein inhibitior	-	0.7135	71.35%
P-glycoprotein substrate	-	0.8516	85.16%
CYP3A4 substrate	+	0.5282	52.82%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.8113	81.13%
CYP3A4 inhibition	-	0.5087	50.87%
CYP2C9 inhibition	-	0.7463	74.63%
CYP2C19 inhibition	-	0.5071	50.71%
CYP2D6 inhibition	-	0.9041	90.41%
CYP1A2 inhibition	+	0.6962	69.62%
CYP2C8 inhibition	-	0.7235	72.35%
CYP inhibitory promiscuity	-	0.7574	75.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5880	58.80%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.7606	76.06%
Skin irritation	-	0.5861	58.61%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.5782	57.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.7526	75.26%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5540	55.40%
skin sensitisation	-	0.6448	64.48%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6186	61.86%
Acute Oral Toxicity (c)	III	0.3855	38.55%
Estrogen receptor binding	+	0.5910	59.10%
Androgen receptor binding	-	0.5088	50.88%
Thyroid receptor binding	+	0.5642	56.42%
Glucocorticoid receptor binding	+	0.7527	75.27%
Aromatase binding	+	0.7155	71.55%
PPAR gamma	+	0.7207	72.07%
Honey bee toxicity	-	0.9336	93.36%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9946	99.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	96.83%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.76%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.00%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.35%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.55%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.59%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.12%	92.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.23%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.58%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.30%	89.00%

Plants that contains it

• Mutisia friesiana

Cross-Links

• PubChem: 163013544
• LOTUS: LTS0247947
• wikiData: Q105159681