2-Hydroxy-4-methyl-2-(3,7,11-trimethyl-8-oxododeca-2,6,10-trienyl)-1-benzofuran-3-one

Details

• Internal ID: cd52f060-e1aa-4997-865a-06f06637ad25
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-hydroxy-4-methyl-2-(3,7,11-trimethyl-8-oxododeca-2,6,10-trienyl)-1-benzofuran-3-one
• SMILES (Canonical): CC1=C2C(=CC=C1)OC(C2=O)(CC=C(C)CCC=C(C)C(=O)CC=C(C)C)O
• SMILES (Isomeric): CC1=C2C(=CC=C1)OC(C2=O)(CC=C(C)CCC=C(C)C(=O)CC=C(C)C)O
• InChI: InChI=1S/C24H30O4/c1-16(2)12-13-20(25)18(4)9-6-8-17(3)14-15-24(27)23(26)22-19(5)10-7-11-21(22)28-24/h7,9-12,14,27H,6,8,13,15H2,1-5H3
• InChI Key: BBXOXVQFXHWUGG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₄
• Molecular Weight: 382.50 g/mol
• Exact Mass: 382.21440943 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.25
• H-Bond Acceptor: 4
• 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	+	0.9900	99.00%
Caco-2	+	0.5989	59.89%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7592	75.92%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8981	89.81%
OATP1B3 inhibitior	+	0.8772	87.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9369	93.69%
P-glycoprotein inhibitior	+	0.7721	77.21%
P-glycoprotein substrate	-	0.7312	73.12%
CYP3A4 substrate	+	0.5888	58.88%
CYP2C9 substrate	+	0.5858	58.58%
CYP2D6 substrate	-	0.8486	84.86%
CYP3A4 inhibition	+	0.5617	56.17%
CYP2C9 inhibition	-	0.7067	70.67%
CYP2C19 inhibition	-	0.6112	61.12%
CYP2D6 inhibition	-	0.9194	91.94%
CYP1A2 inhibition	+	0.6701	67.01%
CYP2C8 inhibition	-	0.6430	64.30%
CYP inhibitory promiscuity	-	0.8726	87.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6004	60.04%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.5892	58.92%
Skin corrosion	-	0.9248	92.48%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7855	78.55%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	-	0.7299	72.99%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5665	56.65%
Acute Oral Toxicity (c)	III	0.3475	34.75%
Estrogen receptor binding	+	0.7027	70.27%
Androgen receptor binding	+	0.5667	56.67%
Thyroid receptor binding	-	0.5172	51.72%
Glucocorticoid receptor binding	+	0.6750	67.50%
Aromatase binding	+	0.7445	74.45%
PPAR gamma	+	0.7275	72.75%
Honey bee toxicity	-	0.9136	91.36%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	97.17%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.79%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.58%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.21%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.73%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.72%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.63%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.50%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.97%	91.24%
CHEMBL1907	P15144	Aminopeptidase N	81.86%	93.31%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.75%	91.07%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.53%	94.80%

Plants that contains it

• Gypothamnium pinifolium

Cross-Links

• PubChem: 162880825
• LOTUS: LTS0162558
• wikiData: Q104923131