(R)-3,6a-Dimethyl-9-[(S)-2-methyl-1-oxododecyl]-6H-furo[2,3-h]-2-benzopyran-6,8(6aH)-dione

Details

• Internal ID: 49362790-690b-45fe-83fa-5a702c592c0d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
• IUPAC Name: 3,6a-dimethyl-9-(2-methyldodecanoyl)furo[2,3-h]isochromene-6,8-dione
• SMILES (Canonical): CCCCCCCCCCC(C)C(=O)C1=C2C3=COC(=CC3=CC(=O)C2(OC1=O)C)C
• SMILES (Isomeric): CCCCCCCCCCC(C)C(=O)C1=C2C3=COC(=CC3=CC(=O)C2(OC1=O)C)C
• InChI: InChI=1S/C26H34O5/c1-5-6-7-8-9-10-11-12-13-17(2)24(28)22-23-20-16-30-18(3)14-19(20)15-21(27)26(23,4)31-25(22)29/h14-17H,5-13H2,1-4H3
• InChI Key: VWGYSDWIZCHBOH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₅
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.24062418 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.66
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

• (R)-3,6a-Dimethyl-9-[(S)-2-methyl-1-oxododecyl]-6H-furo[2,3-h]-2-benzopyran-6,8(6aH)-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	+	0.6736	67.36%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7283	72.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8163	81.63%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9573	95.73%
P-glycoprotein inhibitior	+	0.7817	78.17%
P-glycoprotein substrate	-	0.5409	54.09%
CYP3A4 substrate	+	0.6335	63.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.5533	55.33%
CYP2C9 inhibition	-	0.8717	87.17%
CYP2C19 inhibition	-	0.8559	85.59%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	-	0.6435	64.35%
CYP2C8 inhibition	-	0.5997	59.97%
CYP inhibitory promiscuity	-	0.7247	72.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4477	44.77%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9172	91.72%
Skin irritation	+	0.5805	58.05%
Skin corrosion	-	0.8812	88.12%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8286	82.86%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5676	56.76%
skin sensitisation	-	0.8085	80.85%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5593	55.93%
Acute Oral Toxicity (c)	III	0.5606	56.06%
Estrogen receptor binding	+	0.6454	64.54%
Androgen receptor binding	+	0.8009	80.09%
Thyroid receptor binding	-	0.5600	56.00%
Glucocorticoid receptor binding	+	0.7517	75.17%
Aromatase binding	+	0.6469	64.69%
PPAR gamma	+	0.6482	64.82%
Honey bee toxicity	-	0.9442	94.42%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6763	67.63%
Fish aquatic toxicity	+	0.9966	99.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	99.20%	85.94%
CHEMBL230	P35354	Cyclooxygenase-2	98.85%	89.63%
CHEMBL2581	P07339	Cathepsin D	97.06%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.21%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.94%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	92.41%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.21%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.61%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.74%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.25%	92.86%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.03%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.00%	95.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.60%	97.29%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.51%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.33%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.63%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.60%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.43%	96.47%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	84.17%	92.29%
CHEMBL2996	Q05655	Protein kinase C delta	84.04%	97.79%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.46%	90.71%
CHEMBL299	P17252	Protein kinase C alpha	83.36%	98.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.26%	89.00%
CHEMBL2885	P07451	Carbonic anhydrase III	80.99%	87.45%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.38%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.26%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75309404
• LOTUS: LTS0140612
• wikiData: Q104199843