(21,22-Dihydroxy-5,8-dimethoxy-24-azapentacyclo[14.7.1.12,6.17,11.020,24]hexacosa-2(26),3,5,7,9,11(25)-hexaen-14-yl) acetate

Details

• Internal ID: 8349c8c9-66bf-4c3f-ad3a-c115b9cc330b
• Taxonomy: Organoheterocyclic compounds > Quinolizidines
• IUPAC Name: (21,22-dihydroxy-5,8-dimethoxy-24-azapentacyclo[14.7.1.12,6.17,11.020,24]hexacosa-2(26),3,5,7,9,11(25)-hexaen-14-yl) acetate
• SMILES (Canonical): CC(=O)OC1CCC2=CC(=C(C=C2)OC)C3=C(C=CC(=C3)C4CC(C(C5N4C(C1)CCC5)O)O)OC
• SMILES (Isomeric): CC(=O)OC1CCC2=CC(=C(C=C2)OC)C3=C(C=CC(=C3)C4CC(C(C5N4C(C1)CCC5)O)O)OC
• InChI: InChI=1S/C29H37NO6/c1-17(31)36-21-10-7-18-8-11-27(34-2)22(13-18)23-14-19(9-12-28(23)35-3)25-16-26(32)29(33)24-6-4-5-20(15-21)30(24)25/h8-9,11-14,20-21,24-26,29,32-33H,4-7,10,15-16H2,1-3H3
• InChI Key: PHZITYJHCYPBFZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₇NO₆
• Molecular Weight: 495.60 g/mol
• Exact Mass: 495.26208790 g/mol
• Topological Polar Surface Area (TPSA): 88.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5550	55.50%
Caco-2	-	0.5904	59.04%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7566	75.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8922	89.22%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	+	0.9949	99.49%
P-glycoprotein inhibitior	+	0.8335	83.35%
P-glycoprotein substrate	+	0.5469	54.69%
CYP3A4 substrate	+	0.6889	68.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4356	43.56%
CYP3A4 inhibition	-	0.8165	81.65%
CYP2C9 inhibition	-	0.9251	92.51%
CYP2C19 inhibition	-	0.8456	84.56%
CYP2D6 inhibition	-	0.6979	69.79%
CYP1A2 inhibition	-	0.5466	54.66%
CYP2C8 inhibition	+	0.5324	53.24%
CYP inhibitory promiscuity	-	0.9433	94.33%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6240	62.40%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9720	97.20%
Skin irritation	-	0.7880	78.80%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8119	81.19%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5914	59.14%
skin sensitisation	-	0.8959	89.59%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.4563	45.63%
Acute Oral Toxicity (c)	III	0.5192	51.92%
Estrogen receptor binding	+	0.7973	79.73%
Androgen receptor binding	+	0.7576	75.76%
Thyroid receptor binding	-	0.5333	53.33%
Glucocorticoid receptor binding	+	0.7600	76.00%
Aromatase binding	-	0.5312	53.12%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8473	84.73%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6055	60.55%
Fish aquatic toxicity	+	0.7285	72.85%

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	99.05%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.52%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.95%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.62%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	92.60%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	92.13%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.11%	97.09%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	90.44%	97.31%
CHEMBL1951	P21397	Monoamine oxidase A	89.60%	91.49%
CHEMBL2535	P11166	Glucose transporter	88.89%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.49%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.61%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.40%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.61%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.29%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.28%	96.77%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.71%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.64%	86.33%
CHEMBL3438	Q05513	Protein kinase C zeta	85.59%	88.48%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.16%	82.69%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.12%	89.50%
CHEMBL3474	P14555	Phospholipase A2 group IIA	82.54%	94.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.95%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.51%	97.21%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.45%	95.78%

Plants that contains it

• Lythrum salicaria

Cross-Links

• PubChem: 5319142
• NPASS: NPC185394