7-Acetyl-9-curassavoylheliotridine

Details

• Internal ID: 01e552a6-68b0-4eef-a434-95915844dc13
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(7S,8R)-7-acetyloxy-5,6,7,8-tetrahydro-3H-pyrrolizin-1-yl]methyl (2R)-2-hydroxy-2-[(1R)-1-hydroxyethyl]-3-methylpentanoate
• SMILES (Canonical): CCC(C)C(C(C)O)(C(=O)OCC1=CCN2C1C(CC2)OC(=O)C)O
• SMILES (Isomeric): CCC(C)[C@@]([C@@H](C)O)(C(=O)OCC1=CCN2[C@H]1[C@H](CC2)OC(=O)C)O
• InChI: InChI=1S/C18H29NO6/c1-5-11(2)18(23,12(3)20)17(22)24-10-14-6-8-19-9-7-15(16(14)19)25-13(4)21/h6,11-12,15-16,20,23H,5,7-10H2,1-4H3/t11?,12-,15+,16-,18-/m1/s1
• InChI Key: NRKGCBYQDMTQRF-DLFJVTDKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₉NO₆
• Molecular Weight: 355.40 g/mol
• Exact Mass: 355.19948764 g/mol
• Topological Polar Surface Area (TPSA): 96.30 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.63
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• 7-acetyl-9-curassavoylheliotridine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8108	81.08%
Caco-2	+	0.5577	55.77%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6132	61.32%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9017	90.17%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8676	86.76%
P-glycoprotein inhibitior	-	0.8513	85.13%
P-glycoprotein substrate	+	0.5337	53.37%
CYP3A4 substrate	+	0.6021	60.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7370	73.70%
CYP3A4 inhibition	-	0.9083	90.83%
CYP2C9 inhibition	-	0.8829	88.29%
CYP2C19 inhibition	-	0.8870	88.70%
CYP2D6 inhibition	-	0.8240	82.40%
CYP1A2 inhibition	-	0.8533	85.33%
CYP2C8 inhibition	-	0.7179	71.79%
CYP inhibitory promiscuity	-	0.9428	94.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.7102	71.02%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9800	98.00%
Skin irritation	-	0.7425	74.25%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6247	62.47%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.9750	97.50%
skin sensitisation	-	0.8309	83.09%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.5844	58.44%
Acute Oral Toxicity (c)	III	0.5080	50.80%
Estrogen receptor binding	-	0.6554	65.54%
Androgen receptor binding	+	0.5222	52.22%
Thyroid receptor binding	-	0.5544	55.44%
Glucocorticoid receptor binding	-	0.5672	56.72%
Aromatase binding	-	0.5967	59.67%
PPAR gamma	-	0.7417	74.17%
Honey bee toxicity	-	0.8861	88.61%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7281	72.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.99%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.68%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.84%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.44%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.32%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.92%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.67%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.72%	97.09%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	83.00%	94.97%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.67%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.88%	97.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.83%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.05%	95.89%

Plants that contains it

• Anchusa milleri

Cross-Links

• PubChem: 91747348
• LOTUS: LTS0214152
• wikiData: Q105184615