[2-benzoyloxy-3,8-dihydroxy-3,4,8,8a-tetramethyl-4-[2-(5-oxo-2H-furan-3-yl)ethenyl]-1,2,4a,5-tetrahydronaphthalen-1-yl] pyridine-3-carboxylate

Details

• Internal ID: 902ec232-c26e-456a-82a7-3961dbb91ae8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [2-benzoyloxy-3,8-dihydroxy-3,4,8,8a-tetramethyl-4-[2-(5-oxo-2H-furan-3-yl)ethenyl]-1,2,4a,5-tetrahydronaphthalen-1-yl] pyridine-3-carboxylate
• SMILES (Canonical): CC1(C=CCC2C1(C(C(C(C2(C)C=CC3=CC(=O)OC3)(C)O)OC(=O)C4=CC=CC=C4)OC(=O)C5=CN=CC=C5)C)O
• SMILES (Isomeric): CC1(C=CCC2C1(C(C(C(C2(C)C=CC3=CC(=O)OC3)(C)O)OC(=O)C4=CC=CC=C4)OC(=O)C5=CN=CC=C5)C)O
• InChI: InChI=1S/C33H35NO8/c1-30(16-14-21-18-25(35)40-20-21)24-13-8-15-31(2,38)32(24,3)26(41-29(37)23-12-9-17-34-19-23)27(33(30,4)39)42-28(36)22-10-6-5-7-11-22/h5-12,14-19,24,26-27,38-39H,13,20H2,1-4H3
• InChI Key: XOXFENMJJYQPJP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₅NO₈
• Molecular Weight: 573.60 g/mol
• Exact Mass: 573.23626707 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9384	93.84%
Caco-2	-	0.7886	78.86%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6823	68.23%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8720	87.20%
OATP1B3 inhibitior	+	0.9059	90.59%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9795	97.95%
P-glycoprotein inhibitior	+	0.8690	86.90%
P-glycoprotein substrate	-	0.5425	54.25%
CYP3A4 substrate	+	0.6579	65.79%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.9086	90.86%
CYP3A4 inhibition	-	0.6587	65.87%
CYP2C9 inhibition	-	0.7244	72.44%
CYP2C19 inhibition	-	0.7173	71.73%
CYP2D6 inhibition	-	0.8994	89.94%
CYP1A2 inhibition	+	0.5645	56.45%
CYP2C8 inhibition	+	0.7942	79.42%
CYP inhibitory promiscuity	+	0.6598	65.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4185	41.85%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9103	91.03%
Skin irritation	-	0.7409	74.09%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7475	74.75%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8058	80.58%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6473	64.73%
Acute Oral Toxicity (c)	III	0.4520	45.20%
Estrogen receptor binding	+	0.7807	78.07%
Androgen receptor binding	+	0.7159	71.59%
Thyroid receptor binding	+	0.6902	69.02%
Glucocorticoid receptor binding	+	0.8008	80.08%
Aromatase binding	+	0.6435	64.35%
PPAR gamma	+	0.6373	63.73%
Honey bee toxicity	-	0.7702	77.02%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9618	96.18%

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	98.39%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.15%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	94.19%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.97%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.00%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.47%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.23%	94.62%
CHEMBL2535	P11166	Glucose transporter	88.01%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.53%	91.07%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.30%	83.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.93%	85.14%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.50%	85.30%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.29%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.70%	89.00%
CHEMBL5028	O14672	ADAM10	83.64%	97.50%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	82.92%	96.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.91%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	82.83%	97.79%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.38%	89.34%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.32%	94.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.18%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.09%	95.56%

Plants that contains it

• Scutellaria barbata

Cross-Links

• PubChem: 72995207
• LOTUS: LTS0129576
• wikiData: Q105337988