7-acetyloxy-5-[2-(2-hydroxy-5-oxo-2H-furan-4-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

Details

• Internal ID: fce4444c-2c1a-4204-9cc0-5e4d96e77d4f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 7-acetyloxy-5-[2-(2-hydroxy-5-oxo-2H-furan-4-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• SMILES (Canonical): CC1C(CC2(C(C1(C)CCC3=CC(OC3=O)O)CCC=C2C(=O)O)C)OC(=O)C
• SMILES (Isomeric): CC1C(CC2(C(C1(C)CCC3=CC(OC3=O)O)CCC=C2C(=O)O)C)OC(=O)C
• InChI: InChI=1S/C22H30O7/c1-12-16(28-13(2)23)11-22(4)15(19(25)26)6-5-7-17(22)21(12,3)9-8-14-10-18(24)29-20(14)27/h6,10,12,16-18,24H,5,7-9,11H2,1-4H3,(H,25,26)
• InChI Key: XOELCTLRLVAXKX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₇
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.19915329 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9788	97.88%
Caco-2	-	0.5325	53.25%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7303	73.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8706	87.06%
OATP1B3 inhibitior	+	0.8446	84.46%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6271	62.71%
BSEP inhibitior	+	0.8348	83.48%
P-glycoprotein inhibitior	-	0.5336	53.36%
P-glycoprotein substrate	-	0.6893	68.93%
CYP3A4 substrate	+	0.6475	64.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8993	89.93%
CYP3A4 inhibition	-	0.5154	51.54%
CYP2C9 inhibition	-	0.8755	87.55%
CYP2C19 inhibition	-	0.8916	89.16%
CYP2D6 inhibition	-	0.9506	95.06%
CYP1A2 inhibition	-	0.5061	50.61%
CYP2C8 inhibition	-	0.6537	65.37%
CYP inhibitory promiscuity	-	0.7424	74.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5354	53.54%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9354	93.54%
Skin irritation	+	0.6453	64.53%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5073	50.73%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5434	54.34%
skin sensitisation	-	0.8498	84.98%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7718	77.18%
Acute Oral Toxicity (c)	I	0.5172	51.72%
Estrogen receptor binding	+	0.7144	71.44%
Androgen receptor binding	+	0.5231	52.31%
Thyroid receptor binding	+	0.5197	51.97%
Glucocorticoid receptor binding	+	0.7615	76.15%
Aromatase binding	+	0.7261	72.61%
PPAR gamma	+	0.6105	61.05%
Honey bee toxicity	-	0.6294	62.94%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9957	99.57%

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	97.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.14%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.52%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.56%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.72%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.06%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.89%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.04%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.55%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.99%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	80.72%	90.17%

Plants that contains it

• Sindora sumatrana

Cross-Links

• PubChem: 85095706
• LOTUS: LTS0107594
• wikiData: Q105337717