(10S)-4,5,17-trimethoxy-2-oxa-11-azatetracyclo[8.7.1.03,8.014,18]octadeca-1(17),3(8),4,6,14(18),15-hexaene

Details

• Internal ID: 57747430-97ba-468c-82b3-20ebc645bef6
• Taxonomy: Alkaloids and derivatives > Cularin alkaloids and derivatives
• IUPAC Name: (10S)-4,5,17-trimethoxy-2-oxa-11-azatetracyclo[8.7.1.03,8.014,18]octadeca-1(17),3(8),4,6,14(18),15-hexaene
• SMILES (Canonical): COC1=C2C3=C(CCNC3CC4=C(O2)C(=C(C=C4)OC)OC)C=C1
• SMILES (Isomeric): COC1=C2C3=C(CCN[C@H]3CC4=C(O2)C(=C(C=C4)OC)OC)C=C1
• InChI: InChI=1S/C19H21NO4/c1-21-14-6-4-11-8-9-20-13-10-12-5-7-15(22-2)19(23-3)17(12)24-18(14)16(11)13/h4-7,13,20H,8-10H2,1-3H3/t13-/m0/s1
• InChI Key: RDCPENDAKRKOTO-ZDUSSCGKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 327.40 g/mol
• Exact Mass: 327.14705815 g/mol
• Topological Polar Surface Area (TPSA): 49.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9539	95.39%
Caco-2	+	0.9552	95.52%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4038	40.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9507	95.07%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8225	82.25%
P-glycoprotein inhibitior	+	0.6933	69.33%
P-glycoprotein substrate	-	0.6935	69.35%
CYP3A4 substrate	+	0.5436	54.36%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	+	0.7487	74.87%
CYP3A4 inhibition	-	0.6499	64.99%
CYP2C9 inhibition	-	0.9000	90.00%
CYP2C19 inhibition	-	0.8065	80.65%
CYP2D6 inhibition	-	0.6931	69.31%
CYP1A2 inhibition	-	0.5729	57.29%
CYP2C8 inhibition	+	0.5193	51.93%
CYP inhibitory promiscuity	-	0.8454	84.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6954	69.54%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9595	95.95%
Skin irritation	-	0.7431	74.31%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9255	92.55%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8618	86.18%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8115	81.15%
Acute Oral Toxicity (c)	III	0.4485	44.85%
Estrogen receptor binding	+	0.7284	72.84%
Androgen receptor binding	+	0.6267	62.67%
Thyroid receptor binding	+	0.7312	73.12%
Glucocorticoid receptor binding	+	0.7344	73.44%
Aromatase binding	-	0.6432	64.32%
PPAR gamma	+	0.6469	64.69%
Honey bee toxicity	-	0.8403	84.03%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.5443	54.43%

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	94.99%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.73%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.32%	97.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.09%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.43%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.96%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.36%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.56%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.52%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.07%	94.45%
CHEMBL261	P00915	Carbonic anhydrase I	82.22%	96.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.00%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	80.75%	94.75%
CHEMBL2535	P11166	Glucose transporter	80.45%	98.75%

Plants that contains it

• Ceratocapnos heterocarpa

Cross-Links

• PubChem: 14194078
• LOTUS: LTS0014772
• wikiData: Q105234146