(1S,13S,15R,18R)-18-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-15-ol

Details

• Internal ID: 0e87e2d6-1e62-4d1b-b97a-c5eade88acad
• Taxonomy: Alkaloids and derivatives > Amaryllidaceae alkaloids > Crinine- and Haemanthamine-type amaryllidaceae alkaloids
• IUPAC Name: (1S,13S,15R,18R)-18-methoxy-5,7-dioxa-12-azapentacyclo[10.5.2.01,13.02,10.04,8]nonadeca-2,4(8),9,16-tetraen-15-ol
• InChI: InChI=1S/C17H19NO4/c1-20-16-8-18-7-10-4-13-14(22-9-21-13)6-12(10)17(16)3-2-11(19)5-15(17)18/h2-4,6,11,15-16,19H,5,7-9H2,1H3/t11-,15-,16-,17-/m0/s1
• InChI Key: NZLBLCHTMKHMMV-SPOWBLRKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₉NO₄
• Molecular Weight: 301.34 g/mol
• Exact Mass: 301.13140809 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9825	98.25%
Caco-2	+	0.9234	92.34%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.6111	61.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9261	92.61%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6382	63.82%
P-glycoprotein inhibitior	-	0.8769	87.69%
P-glycoprotein substrate	-	0.7484	74.84%
CYP3A4 substrate	+	0.5742	57.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4722	47.22%
CYP3A4 inhibition	-	0.7394	73.94%
CYP2C9 inhibition	-	0.8842	88.42%
CYP2C19 inhibition	-	0.5199	51.99%
CYP2D6 inhibition	+	0.5457	54.57%
CYP1A2 inhibition	-	0.6486	64.86%
CYP2C8 inhibition	-	0.8720	87.20%
CYP inhibitory promiscuity	-	0.7596	75.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5538	55.38%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9818	98.18%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7315	73.15%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.6178	61.78%
skin sensitisation	-	0.7977	79.77%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6573	65.73%
Estrogen receptor binding	+	0.6592	65.92%
Androgen receptor binding	+	0.5945	59.45%
Thyroid receptor binding	+	0.6708	67.08%
Glucocorticoid receptor binding	+	0.6145	61.45%
Aromatase binding	-	0.4917	49.17%
PPAR gamma	+	0.7180	71.80%
Honey bee toxicity	-	0.8154	81.54%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.3876	38.76%

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	97.85%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	97.29%	83.82%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.11%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.05%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.04%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.43%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.14%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.68%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.95%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.85%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.58%	85.14%
CHEMBL4208	P20618	Proteasome component C5	80.31%	90.00%

Plants that contains it

• Ammocharis coranica

Cross-Links

• PubChem: 162994805
• LOTUS: LTS0213280
• wikiData: Q105188189