[(1R,2S,3R,4S,4aS,8aR)-4-[(1S)-1-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-3-hydroxy-3,4,8,8a-tetramethyl-2-(pyridine-3-carbonyloxy)-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl] pyridine-3-carboxylate

Details

• Internal ID: 07ed39a3-3c7a-467f-90f4-0960a7fb6094
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(1R,2S,3R,4S,4aS,8aR)-4-[(1S)-1-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-3-hydroxy-3,4,8,8a-tetramethyl-2-(pyridine-3-carbonyloxy)-2,4a,5,6-tetrahydro-1H-naphthalen-1-yl] pyridine-3-carboxylate
• InChI: InChI=1S/C34H38N2O9/c1-20-9-6-12-25-32(20,3)28(44-30(39)23-10-7-13-35-17-23)29(45-31(40)24-11-8-14-36-18-24)34(5,41)33(25,4)26(43-21(2)37)15-22-16-27(38)42-19-22/h7-11,13-14,16-18,25-26,28-29,41H,6,12,15,19H2,1-5H3/t25-,26-,28-,29-,32-,33-,34-/m0/s1
• InChI Key: DIVHOLSVTMAFAY-SCFJVILKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₈N₂O₉
• Molecular Weight: 618.70 g/mol
• Exact Mass: 618.25773079 g/mol
• Topological Polar Surface Area (TPSA): 151.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9221	92.21%
Caco-2	-	0.8030	80.30%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8462	84.62%
OATP2B1 inhibitior	-	0.7176	71.76%
OATP1B1 inhibitior	+	0.8796	87.96%
OATP1B3 inhibitior	+	0.8687	86.87%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6521	65.21%
BSEP inhibitior	+	0.9929	99.29%
P-glycoprotein inhibitior	+	0.8994	89.94%
P-glycoprotein substrate	+	0.5616	56.16%
CYP3A4 substrate	+	0.6768	67.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9084	90.84%
CYP3A4 inhibition	-	0.6426	64.26%
CYP2C9 inhibition	-	0.7870	78.70%
CYP2C19 inhibition	-	0.8145	81.45%
CYP2D6 inhibition	-	0.9155	91.55%
CYP1A2 inhibition	+	0.5055	50.55%
CYP2C8 inhibition	+	0.8110	81.10%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5130	51.30%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9152	91.52%
Skin irritation	-	0.7213	72.13%
Skin corrosion	-	0.9365	93.65%
Ames mutagenesis	-	0.5043	50.43%
Human Ether-a-go-go-Related Gene inhibition	+	0.6458	64.58%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	+	0.6199	61.99%
skin sensitisation	-	0.8514	85.14%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5259	52.59%
Acute Oral Toxicity (c)	III	0.4913	49.13%
Estrogen receptor binding	+	0.7900	79.00%
Androgen receptor binding	+	0.6978	69.78%
Thyroid receptor binding	+	0.6577	65.77%
Glucocorticoid receptor binding	+	0.7806	78.06%
Aromatase binding	+	0.6051	60.51%
PPAR gamma	+	0.7311	73.11%
Honey bee toxicity	-	0.7792	77.92%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9365	93.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.55%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.35%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.11%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.71%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.35%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	93.33%	97.79%
CHEMBL2535	P11166	Glucose transporter	92.37%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.96%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.07%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.14%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.21%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.79%	85.30%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.40%	94.80%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.17%	96.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.10%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.67%	97.09%
CHEMBL5028	O14672	ADAM10	83.56%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.47%	94.00%
CHEMBL4208	P20618	Proteasome component C5	81.11%	90.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.85%	81.11%

Plants that contains it

• Scutellaria barbata

Cross-Links

• PubChem: 122177462
• LOTUS: LTS0144921
• wikiData: Q104981699