Scutebarbatine X

Details

• Internal ID: 65ceca72-8612-4fdc-bb70-b118e8eb8d32
• 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-(4-hydroxy-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
• SMILES (Canonical): CC1=CCCC2C1(C(C(C(C2(C)C(CC3=C(C(=O)OC3)O)OC(=O)C)(C)O)OC(=O)C4=CN=CC=C4)OC(=O)C5=CN=CC=C5)C
• SMILES (Isomeric): CC1=CCC[C@H]2[C@]1([C@H]([C@@H]([C@]([C@]2(C)[C@H](CC3=C(C(=O)OC3)O)OC(=O)C)(C)O)OC(=O)C4=CN=CC=C4)OC(=O)C5=CN=CC=C5)C
• InChI: InChI=1S/C34H38N2O10/c1-19-9-6-12-24-32(19,3)27(45-29(39)21-10-7-13-35-16-21)28(46-30(40)22-11-8-14-36-17-22)34(5,42)33(24,4)25(44-20(2)37)15-23-18-43-31(41)26(23)38/h7-11,13-14,16-17,24-25,27-28,38,42H,6,12,15,18H2,1-5H3/t24-,25-,27-,28-,32-,33-,34-/m0/s1
• InChI Key: LOVZWLNTNWLURP-NCDJTCFZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₈N₂O₁₀
• Molecular Weight: 634.70 g/mol
• Exact Mass: 634.25264541 g/mol
• Topological Polar Surface Area (TPSA): 171.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.05
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

• 1312716-26-9
• [(1R,2S,3R,4S,4aS,8aR)-4-[(1S)-1-acetyloxy-2-(4-hydroxy-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
• CHEMBL3944588
• HY-N1263
• AKOS040760701
• CS-0016667

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9126	91.26%
Caco-2	-	0.8164	81.64%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8365	83.65%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8657	86.57%
OATP1B3 inhibitior	+	0.8586	85.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7136	71.36%
BSEP inhibitior	+	0.9957	99.57%
P-glycoprotein inhibitior	+	0.8751	87.51%
P-glycoprotein substrate	+	0.5410	54.10%
CYP3A4 substrate	+	0.6754	67.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9002	90.02%
CYP3A4 inhibition	-	0.7516	75.16%
CYP2C9 inhibition	-	0.7838	78.38%
CYP2C19 inhibition	-	0.8291	82.91%
CYP2D6 inhibition	-	0.9237	92.37%
CYP1A2 inhibition	-	0.5192	51.92%
CYP2C8 inhibition	+	0.8195	81.95%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5198	51.98%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9173	91.73%
Skin irritation	-	0.7238	72.38%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.5389	53.89%
Human Ether-a-go-go-Related Gene inhibition	-	0.4070	40.70%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8635	86.35%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5465	54.65%
Acute Oral Toxicity (c)	III	0.4650	46.50%
Estrogen receptor binding	+	0.7833	78.33%
Androgen receptor binding	+	0.6943	69.43%
Thyroid receptor binding	+	0.6535	65.35%
Glucocorticoid receptor binding	+	0.7806	78.06%
Aromatase binding	+	0.6311	63.11%
PPAR gamma	+	0.7388	73.88%
Honey bee toxicity	-	0.8008	80.08%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9463	94.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.56%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.27%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	96.54%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.33%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.58%	86.33%
CHEMBL2535	P11166	Glucose transporter	92.75%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.16%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.92%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.13%	85.14%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.75%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.72%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.43%	91.07%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.97%	89.34%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.87%	94.80%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.97%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.94%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.73%	89.00%
CHEMBL4208	P20618	Proteasome component C5	84.45%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	84.20%	94.73%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.37%	85.30%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.99%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.45%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.75%	96.67%

Plants that contains it

• Scutellaria barbata

Cross-Links

• PubChem: 91895318
• NPASS: NPC259465