6,9-Dihydroxy-5-methoxy-16-oxa-24-azapentacyclo[15.7.1.18,12.02,7.019,24]hexacosa-2(7),3,5,8,10,12(26)-hexaen-15-one

Details

• Internal ID: e77633fc-51ce-4442-945a-16da20651a5d
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: 6,9-dihydroxy-5-methoxy-16-oxa-24-azapentacyclo[15.7.1.18,12.02,7.019,24]hexacosa-2(7),3,5,8,10,12(26)-hexaen-15-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)C3CC(CC4N3CCCC4)OC(=O)CCC5=CC2=C(C=C5)O)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C3CC(CC4N3CCCC4)OC(=O)CCC5=CC2=C(C=C5)O)O
• InChI: InChI=1S/C25H29NO5/c1-30-22-9-7-18-20-14-17(13-16-4-2-3-11-26(16)20)31-23(28)10-6-15-5-8-21(27)19(12-15)24(18)25(22)29/h5,7-9,12,16-17,20,27,29H,2-4,6,10-11,13-14H2,1H3
• InChI Key: USNBCAPIYYPNGO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₉NO₅
• Molecular Weight: 423.50 g/mol
• Exact Mass: 423.20457303 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8130	81.30%
Caco-2	-	0.5343	53.43%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8158	81.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9802	98.02%
P-glycoprotein inhibitior	+	0.6672	66.72%
P-glycoprotein substrate	+	0.5420	54.20%
CYP3A4 substrate	+	0.6953	69.53%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	+	0.5273	52.73%
CYP3A4 inhibition	-	0.8690	86.90%
CYP2C9 inhibition	-	0.8877	88.77%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.5825	58.25%
CYP1A2 inhibition	+	0.6340	63.40%
CYP2C8 inhibition	+	0.6102	61.02%
CYP inhibitory promiscuity	-	0.8190	81.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6004	60.04%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9658	96.58%
Skin irritation	-	0.8003	80.03%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6945	69.45%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8875	88.75%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5826	58.26%
Acute Oral Toxicity (c)	III	0.7393	73.93%
Estrogen receptor binding	+	0.6223	62.23%
Androgen receptor binding	+	0.8165	81.65%
Thyroid receptor binding	-	0.6265	62.65%
Glucocorticoid receptor binding	+	0.7379	73.79%
Aromatase binding	+	0.5257	52.57%
PPAR gamma	-	0.6051	60.51%
Honey bee toxicity	-	0.8683	86.83%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5049	50.49%
Fish aquatic toxicity	+	0.6664	66.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.99%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.50%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.06%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.84%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.30%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.29%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.62%	99.15%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	90.80%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.73%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.81%	93.03%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.91%	92.88%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.40%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.02%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.78%	99.23%
CHEMBL2535	P11166	Glucose transporter	86.47%	98.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.45%	93.40%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.96%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.95%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.86%	94.00%
CHEMBL1873	P00750	Tissue-type plasminogen activator	85.43%	93.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.42%	96.38%
CHEMBL4208	P20618	Proteasome component C5	84.87%	90.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	84.58%	99.18%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	83.47%	94.78%
CHEMBL3438	Q05513	Protein kinase C zeta	83.45%	88.48%
CHEMBL1902	P62942	FK506-binding protein 1A	83.32%	97.05%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.63%	90.24%
CHEMBL340	P08684	Cytochrome P450 3A4	82.56%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.30%	92.62%
CHEMBL3820	P35557	Hexokinase type IV	82.14%	91.96%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.34%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	81.17%	91.49%
CHEMBL2056	P21728	Dopamine D1 receptor	80.79%	91.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.23%	82.69%

Plants that contains it

• Decodon verticillatus
• Desmos dumosus
• Lagerstroemia indica
• Verbena officinalis

Cross-Links

• PubChem: 5316747
• NPASS: NPC52876
• LOTUS: LTS0110070
• wikiData: Q105267625