[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1S,17S,18S,19S)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraen-18-yl]oxy]oxan-2-yl]methyl hexadecanoate

Details

• Internal ID: 82f720bc-e1a0-4297-8f1e-21755da8b7b0
• Taxonomy: Alkaloids and derivatives > Amaryllidaceae alkaloids > Lycorine-type amaryllidaceae alkaloids
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1S,17S,18S,19S)-17-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraen-18-yl]oxy]oxan-2-yl]methyl hexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(=O)OCC1C(C(C(C(O1)OC2C(C=C3CCN4C3C2C5=CC6=C(C=C5C4)OCO6)O)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](C=C3CCN4[C@H]3[C@@H]2C5=CC6=C(C=C5C4)OCO6)O)O)O)O
• InChI: InChI=1S/C38H57NO10/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-31(41)45-22-30-34(42)35(43)36(44)38(48-30)49-37-27(40)18-24-16-17-39-21-25-19-28-29(47-23-46-28)20-26(25)32(37)33(24)39/h18-20,27,30,32-38,40,42-44H,2-17,21-23H2,1H3/t27-,30+,32-,33+,34+,35-,36+,37+,38-/m0/s1
• InChI Key: ALECKIMNHVMLRG-YQNLORQQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₇NO₁₀
• Molecular Weight: 687.90 g/mol
• Exact Mass: 687.39824702 g/mol
• Topological Polar Surface Area (TPSA): 147.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 4.61
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9307	93.07%
Caco-2	-	0.8651	86.51%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7011	70.11%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8674	86.74%
OATP1B3 inhibitior	+	0.9309	93.09%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9326	93.26%
P-glycoprotein inhibitior	+	0.6745	67.45%
P-glycoprotein substrate	+	0.5585	55.85%
CYP3A4 substrate	+	0.6789	67.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8086	80.86%
CYP3A4 inhibition	-	0.8030	80.30%
CYP2C9 inhibition	-	0.8831	88.31%
CYP2C19 inhibition	-	0.8594	85.94%
CYP2D6 inhibition	-	0.6531	65.31%
CYP1A2 inhibition	-	0.6679	66.79%
CYP2C8 inhibition	+	0.5131	51.31%
CYP inhibitory promiscuity	-	0.7659	76.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4692	46.92%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9184	91.84%
Skin irritation	-	0.7536	75.36%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3636	36.36%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8282	82.82%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6129	61.29%
Acute Oral Toxicity (c)	III	0.6428	64.28%
Estrogen receptor binding	+	0.7544	75.44%
Androgen receptor binding	+	0.6241	62.41%
Thyroid receptor binding	-	0.6698	66.98%
Glucocorticoid receptor binding	-	0.5418	54.18%
Aromatase binding	+	0.5503	55.03%
PPAR gamma	+	0.5707	57.07%
Honey bee toxicity	-	0.8006	80.06%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6234	62.34%
Fish aquatic toxicity	+	0.9753	97.53%

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	98.97%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.67%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.08%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.26%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.17%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.49%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	95.24%	90.71%
CHEMBL5255	O00206	Toll-like receptor 4	94.49%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.70%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.65%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.38%	86.33%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	89.99%	96.25%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	89.59%	90.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.37%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.23%	89.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.50%	92.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.44%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.32%	96.47%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	85.26%	80.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.25%	94.80%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.54%	94.33%
CHEMBL4040	P28482	MAP kinase ERK2	82.78%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.46%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	82.36%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.25%	92.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.94%	93.56%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	81.84%	85.94%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	81.32%	87.16%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.30%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.27%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.23%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.93%	95.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.39%	82.38%

Plants that contains it

• Crinum asiaticum

Cross-Links

• PubChem: 102074928
• LOTUS: LTS0161665
• wikiData: Q104914046