[3-hydroxy-3,4,8,8a-tetramethyl-4-[2-(5-oxo-2H-furan-3-yl)ethenyl]-2-(pyridine-3-carbonyloxy)-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl] pyridine-3-carboxylate

Details

• Internal ID: 9227e2eb-1dc5-4ae6-bc5f-23cb2f1d8e8d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [3-hydroxy-3,4,8,8a-tetramethyl-4-[2-(5-oxo-2H-furan-3-yl)ethenyl]-2-(pyridine-3-carbonyloxy)-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl] pyridine-3-carboxylate
• SMILES (Canonical): CC1=CCCC2C1(C(C(C(C2(C)C=CC3=CC(=O)OC3)(C)O)OC(=O)C4=CN=CC=C4)OC(=O)C5=CN=CC=C5)C
• SMILES (Isomeric): CC1=CCCC2C1(C(C(C(C2(C)C=CC3=CC(=O)OC3)(C)O)OC(=O)C4=CN=CC=C4)OC(=O)C5=CN=CC=C5)C
• InChI: InChI=1S/C32H34N2O7/c1-20-8-5-11-24-30(2,13-12-21-16-25(35)39-19-21)32(4,38)27(41-29(37)23-10-7-15-34-18-23)26(31(20,24)3)40-28(36)22-9-6-14-33-17-22/h6-10,12-18,24,26-27,38H,5,11,19H2,1-4H3
• InChI Key: CFCKNUOZCOKYOO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₄N₂O₇
• Molecular Weight: 558.60 g/mol
• Exact Mass: 558.23660143 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.40
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9325	93.25%
Caco-2	-	0.7930	79.30%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8041	80.41%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8888	88.88%
OATP1B3 inhibitior	+	0.9080	90.80%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7271	72.71%
BSEP inhibitior	+	0.9713	97.13%
P-glycoprotein inhibitior	+	0.8967	89.67%
P-glycoprotein substrate	-	0.5624	56.24%
CYP3A4 substrate	+	0.6668	66.68%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.9086	90.86%
CYP3A4 inhibition	-	0.5087	50.87%
CYP2C9 inhibition	-	0.6846	68.46%
CYP2C19 inhibition	-	0.7046	70.46%
CYP2D6 inhibition	-	0.8746	87.46%
CYP1A2 inhibition	+	0.6571	65.71%
CYP2C8 inhibition	+	0.8307	83.07%
CYP inhibitory promiscuity	+	0.5709	57.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4593	45.93%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9196	91.96%
Skin irritation	-	0.7225	72.25%
Skin corrosion	-	0.9273	92.73%
Ames mutagenesis	-	0.5343	53.43%
Human Ether-a-go-go-Related Gene inhibition	-	0.3650	36.50%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.6574	65.74%
skin sensitisation	-	0.8247	82.47%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6251	62.51%
Acute Oral Toxicity (c)	III	0.4952	49.52%
Estrogen receptor binding	+	0.8188	81.88%
Androgen receptor binding	+	0.7106	71.06%
Thyroid receptor binding	+	0.6978	69.78%
Glucocorticoid receptor binding	+	0.7831	78.31%
Aromatase binding	+	0.6242	62.42%
PPAR gamma	+	0.6377	63.77%
Honey bee toxicity	-	0.8287	82.87%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9407	94.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.19%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.70%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	91.34%	91.49%
CHEMBL2535	P11166	Glucose transporter	90.27%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.25%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	89.66%	85.30%
CHEMBL2581	P07339	Cathepsin D	89.32%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.38%	91.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.17%	91.07%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.06%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.72%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.34%	97.09%
CHEMBL5028	O14672	ADAM10	84.24%	97.50%
CHEMBL4208	P20618	Proteasome component C5	84.10%	90.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.87%	81.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.74%	94.80%
CHEMBL2996	Q05655	Protein kinase C delta	83.62%	97.79%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.31%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.08%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.06%	89.34%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.05%	97.33%

Plants that contains it

• Scutellaria barbata

Cross-Links

• PubChem: 75093092
• LOTUS: LTS0054172
• wikiData: Q104956314