Norcularicine

Details

• Internal ID: 15728846-f8b0-4e77-a760-0a742fdfd786
• Taxonomy: Alkaloids and derivatives > Cularin alkaloids and derivatives
• IUPAC Name: (13S)-2,6,8-trioxa-14-azapentacyclo[11.7.1.03,11.05,9.017,21]henicosa-1(20),3,5(9),10,17(21),18-hexaen-20-ol
• InChI: InChI=1S/C17H15NO4/c19-12-2-1-9-3-4-18-11-5-10-6-14-15(21-8-20-14)7-13(10)22-17(12)16(9)11/h1-2,6-7,11,18-19H,3-5,8H2/t11-/m0/s1
• InChI Key: WJZBDQBNIOXTFC-NSHDSACASA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₅NO₄
• Molecular Weight: 297.30 g/mol
• Exact Mass: 297.10010796 g/mol
• Topological Polar Surface Area (TPSA): 60.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• Norcularicine
• DTXSID901008834
• (13aS)-2,3,13,13a-Tetrahydro-1H-(1,3)dioxolo(7,8)(1)benzoxepino(2,3,4-ij)isoquinolin-6-ol
• 2,3,13,13a-Tetrahydro-1H,10H-[1,3]dioxolo[7,8][1]benzoxepino[2,3,4-ij]isoquinolin-6-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9532	95.32%
Caco-2	+	0.6605	66.05%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.3964	39.64%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9403	94.03%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6203	62.03%
P-glycoprotein inhibitior	-	0.7781	77.81%
P-glycoprotein substrate	-	0.7854	78.54%
CYP3A4 substrate	-	0.5060	50.60%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	+	0.4686	46.86%
CYP3A4 inhibition	-	0.8431	84.31%
CYP2C9 inhibition	-	0.8897	88.97%
CYP2C19 inhibition	-	0.8292	82.92%
CYP2D6 inhibition	-	0.5784	57.84%
CYP1A2 inhibition	-	0.5221	52.21%
CYP2C8 inhibition	-	0.6561	65.61%
CYP inhibitory promiscuity	-	0.7941	79.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6419	64.19%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8572	85.72%
Skin irritation	-	0.7472	74.72%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4770	47.70%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.7850	78.50%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7023	70.23%
Acute Oral Toxicity (c)	III	0.5329	53.29%
Estrogen receptor binding	+	0.7904	79.04%
Androgen receptor binding	+	0.6038	60.38%
Thyroid receptor binding	+	0.7824	78.24%
Glucocorticoid receptor binding	+	0.6773	67.73%
Aromatase binding	+	0.5861	58.61%
PPAR gamma	+	0.8807	88.07%
Honey bee toxicity	-	0.8699	86.99%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.5079	50.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.27%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	97.44%	93.99%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	97.01%	93.40%
CHEMBL1951	P21397	Monoamine oxidase A	96.61%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.38%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.49%	97.09%
CHEMBL261	P00915	Carbonic anhydrase I	87.78%	96.76%
CHEMBL4040	P28482	MAP kinase ERK2	86.71%	83.82%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.66%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.63%	100.00%
CHEMBL233	P35372	Mu opioid receptor	84.15%	97.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.99%	92.94%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.67%	94.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.15%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.52%	96.09%

Plants that contains it

• Sarcocapnos baetica

Cross-Links

• PubChem: 184960
• LOTUS: LTS0045087
• wikiData: Q83005438