4-methoxy-4a-(3,7,11-trimethyldodeca-2,6,10-trienyl)-4,5,7,7a-tetrahydro-3H-cyclopenta[b]pyran-2,6-dione

Details

• Internal ID: 9e21e3e1-af20-42da-8c3d-c8842eea6b10
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 4-methoxy-4a-(3,7,11-trimethyldodeca-2,6,10-trienyl)-4,5,7,7a-tetrahydro-3H-cyclopenta[b]pyran-2,6-dione
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCC12CC(=O)CC1OC(=O)CC2OC)C)C)C
• SMILES (Isomeric): CC(=CCCC(=CCCC(=CCC12CC(=O)CC1OC(=O)CC2OC)C)C)C
• InChI: InChI=1S/C24H36O4/c1-17(2)8-6-9-18(3)10-7-11-19(4)12-13-24-16-20(25)14-22(24)28-23(26)15-21(24)27-5/h8,10,12,21-22H,6-7,9,11,13-16H2,1-5H3
• InChI Key: OZCWUZPIDKADGT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₄
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.26135963 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.48
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	+	0.7115	71.15%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7499	74.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8707	87.07%
OATP1B3 inhibitior	+	0.9222	92.22%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8441	84.41%
P-glycoprotein inhibitior	+	0.7500	75.00%
P-glycoprotein substrate	-	0.7762	77.62%
CYP3A4 substrate	+	0.6001	60.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8526	85.26%
CYP3A4 inhibition	-	0.7772	77.72%
CYP2C9 inhibition	-	0.8772	87.72%
CYP2C19 inhibition	-	0.8756	87.56%
CYP2D6 inhibition	-	0.9575	95.75%
CYP1A2 inhibition	-	0.7486	74.86%
CYP2C8 inhibition	-	0.8097	80.97%
CYP inhibitory promiscuity	-	0.8679	86.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6981	69.81%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.8727	87.27%
Skin irritation	-	0.5824	58.24%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7745	77.45%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7579	75.79%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.8757	87.57%
Acute Oral Toxicity (c)	III	0.4223	42.23%
Estrogen receptor binding	+	0.6865	68.65%
Androgen receptor binding	+	0.5225	52.25%
Thyroid receptor binding	+	0.5305	53.05%
Glucocorticoid receptor binding	+	0.5932	59.32%
Aromatase binding	-	0.5747	57.47%
PPAR gamma	+	0.8097	80.97%
Honey bee toxicity	-	0.6391	63.91%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9792	97.92%

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	95.45%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.95%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.74%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.29%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.66%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.37%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.17%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.25%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.91%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.23%	92.94%
CHEMBL1902	P62942	FK506-binding protein 1A	81.55%	97.05%
CHEMBL3401	O75469	Pregnane X receptor	80.71%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.51%	86.33%

Plants that contains it

• Otoba parvifolia

Cross-Links

• PubChem: 163010714
• LOTUS: LTS0039630
• wikiData: Q105203687