(1S,14R,17R)-5,17-dimethoxy-11-azatetracyclo[9.7.0.01,14.02,7]octadeca-2,4,6,15-tetraen-4-ol

Details

• Internal ID: 2ab6daf8-e6cf-4bd2-bcaf-98c4a861326c
• Taxonomy: Alkaloids and derivatives > Erythrina alkaloids > Homoerythrinane alkaloids
• IUPAC Name: (1S,14R,17R)-5,17-dimethoxy-11-azatetracyclo[9.7.0.01,14.02,7]octadeca-2,4,6,15-tetraen-4-ol
• SMILES (Canonical): COC1CC23C(CCN2CCCC4=CC(=C(C=C34)O)OC)C=C1
• SMILES (Isomeric): CO[C@@H]1C[C@@]23[C@H](CCN2CCCC4=CC(=C(C=C34)O)OC)C=C1
• InChI: InChI=1S/C19H25NO3/c1-22-15-6-5-14-7-9-20-8-3-4-13-10-18(23-2)17(21)11-16(13)19(14,20)12-15/h5-6,10-11,14-15,21H,3-4,7-9,12H2,1-2H3/t14-,15-,19-/m0/s1
• InChI Key: RGJYHDWYZZGGRV-DOXZYTNZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₅NO₃
• Molecular Weight: 315.40 g/mol
• Exact Mass: 315.18344366 g/mol
• Topological Polar Surface Area (TPSA): 41.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.8956	89.56%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6915	69.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8985	89.85%
OATP1B3 inhibitior	+	0.9512	95.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	+	0.5648	56.48%
P-glycoprotein inhibitior	-	0.6512	65.12%
P-glycoprotein substrate	-	0.5421	54.21%
CYP3A4 substrate	+	0.6208	62.08%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	+	0.6478	64.78%
CYP3A4 inhibition	-	0.5511	55.11%
CYP2C9 inhibition	-	0.8533	85.33%
CYP2C19 inhibition	-	0.6228	62.28%
CYP2D6 inhibition	+	0.6811	68.11%
CYP1A2 inhibition	-	0.7929	79.29%
CYP2C8 inhibition	-	0.6884	68.84%
CYP inhibitory promiscuity	-	0.7704	77.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5800	58.00%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9603	96.03%
Skin irritation	-	0.7826	78.26%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8109	81.09%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.6080	60.80%
skin sensitisation	-	0.8400	84.00%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8644	86.44%
Acute Oral Toxicity (c)	III	0.5551	55.51%
Estrogen receptor binding	+	0.7573	75.73%
Androgen receptor binding	-	0.5763	57.63%
Thyroid receptor binding	+	0.7339	73.39%
Glucocorticoid receptor binding	+	0.6886	68.86%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5181	51.81%
Honey bee toxicity	-	0.8835	88.35%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6351	63.51%
Fish aquatic toxicity	+	0.7945	79.45%

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	98.38%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	97.61%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.02%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.46%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.17%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.41%	91.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.15%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.15%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.85%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.20%	86.33%
CHEMBL5203	P33316	dUTP pyrophosphatase	86.48%	99.18%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.69%	93.40%
CHEMBL2581	P07339	Cathepsin D	85.12%	98.95%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.91%	90.24%
CHEMBL4208	P20618	Proteasome component C5	84.80%	90.00%
CHEMBL217	P14416	Dopamine D2 receptor	84.38%	95.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.91%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.58%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.51%	92.62%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.54%	94.78%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.40%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.40%	97.09%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.06%	82.67%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	81.19%	91.79%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.84%	82.38%

Plants that contains it

• Phelline comosa

Cross-Links

• PubChem: 14081840
• LOTUS: LTS0030311
• wikiData: Q105235918