9-Hydroxy-4,5-dimethoxy-16-oxa-23-azapentacyclo[15.7.1.18,12.02,7.018,23]hexacosa-2,4,6,8,10,12(26),13-heptaen-15-one

Details

• Internal ID: f71a278b-a8e8-4430-a2d2-1d584f22d23a
• Taxonomy: Organoheterocyclic compounds > Quinolizidines
• IUPAC Name: 9-hydroxy-4,5-dimethoxy-16-oxa-23-azapentacyclo[15.7.1.18,12.02,7.018,23]hexacosa-2,4,6,8,10,12(26),13-heptaen-15-one
• SMILES (Canonical): COC1=C(C=C2C(=C1)C3CC(C4CCCCN4C3)OC(=O)C=CC5=CC2=C(C=C5)O)OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C3CC(C4CCCCN4C3)OC(=O)C=CC5=CC2=C(C=C5)O)OC
• InChI: InChI=1S/C26H29NO5/c1-30-24-13-18-17-12-23(21-5-3-4-10-27(21)15-17)32-26(29)9-7-16-6-8-22(28)20(11-16)19(18)14-25(24)31-2/h6-9,11,13-14,17,21,23,28H,3-5,10,12,15H2,1-2H3
• InChI Key: UBSAECZDGDZVCX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₉NO₅
• Molecular Weight: 435.50 g/mol
• Exact Mass: 435.20457303 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.36
• H-Bond Acceptor: 6
• 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	+	0.8684	86.84%
Caco-2	+	0.6768	67.68%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6928	69.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8934	89.34%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9835	98.35%
P-glycoprotein inhibitior	+	0.9338	93.38%
P-glycoprotein substrate	+	0.6047	60.47%
CYP3A4 substrate	+	0.6766	67.66%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.6899	68.99%
CYP3A4 inhibition	-	0.8195	81.95%
CYP2C9 inhibition	-	0.9008	90.08%
CYP2C19 inhibition	-	0.6385	63.85%
CYP2D6 inhibition	-	0.5168	51.68%
CYP1A2 inhibition	+	0.5743	57.43%
CYP2C8 inhibition	-	0.6391	63.91%
CYP inhibitory promiscuity	-	0.7961	79.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6036	60.36%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9739	97.39%
Skin irritation	-	0.7740	77.40%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7471	74.71%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.8502	85.02%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6336	63.36%
Acute Oral Toxicity (c)	III	0.6887	68.87%
Estrogen receptor binding	+	0.6075	60.75%
Androgen receptor binding	+	0.8339	83.39%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7667	76.67%
Aromatase binding	+	0.5428	54.28%
PPAR gamma	-	0.7050	70.50%
Honey bee toxicity	-	0.8679	86.79%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6151	61.51%
Fish aquatic toxicity	+	0.7199	71.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL241	Q14432	Phosphodiesterase 3A	96.89%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.33%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.89%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.15%	95.89%
CHEMBL2581	P07339	Cathepsin D	92.82%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.79%	95.56%
CHEMBL2535	P11166	Glucose transporter	91.29%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.17%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.63%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.47%	85.14%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	88.40%	90.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.20%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.94%	93.40%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.74%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.73%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.92%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.40%	94.45%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.18%	91.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.86%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.73%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.67%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.36%	99.23%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.85%	89.62%
CHEMBL4608	P33032	Melanocortin receptor 5	83.49%	97.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	83.32%	94.78%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.99%	96.21%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.26%	92.88%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.19%	92.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.06%	82.67%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.33%	95.53%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.61%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	80.61%	91.19%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.53%	82.38%

Plants that contains it

• Heimia salicifolia

Cross-Links

• PubChem: 4485531
• LOTUS: LTS0237269
• wikiData: Q104251275