3-[15-Hydroxy-12-(hydroxymethyl)-16-methyl-1-azapentacyclo[9.6.1.02,15.03,12.04,8]octadec-4-en-3-yl]propanoic acid

Details

• Internal ID: 942365b1-0b13-4bd7-8b36-0a353990c4e9
• Taxonomy: Organoheterocyclic compounds > Indolizidines
• IUPAC Name: 3-[15-hydroxy-12-(hydroxymethyl)-16-methyl-1-azapentacyclo[9.6.1.02,15.03,12.04,8]octadec-4-en-3-yl]propanoic acid
• SMILES (Canonical): CC1CN2CC3CCC4CCC=C4C5(C2C1(CCC35CO)O)CCC(=O)O
• SMILES (Isomeric): CC1CN2CC3CCC4CCC=C4C5(C2C1(CCC35CO)O)CCC(=O)O
• InChI: InChI=1S/C22H33NO4/c1-14-11-23-12-16-6-5-15-3-2-4-17(15)21(8-7-18(25)26)19(23)22(14,27)10-9-20(16,21)13-24/h4,14-16,19,24,27H,2-3,5-13H2,1H3,(H,25,26)
• InChI Key: DKUTYRZBXMKKIY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₃NO₄
• Molecular Weight: 375.50 g/mol
• Exact Mass: 375.24095853 g/mol
• Topological Polar Surface Area (TPSA): 81.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9364	93.64%
Caco-2	+	0.6684	66.84%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5802	58.02%
OATP2B1 inhibitior	-	0.8642	86.42%
OATP1B1 inhibitior	+	0.9101	91.01%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.9255	92.55%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5521	55.21%
P-glycoprotein inhibitior	-	0.9327	93.27%
P-glycoprotein substrate	-	0.5333	53.33%
CYP3A4 substrate	+	0.6276	62.76%
CYP2C9 substrate	-	0.8089	80.89%
CYP2D6 substrate	-	0.7422	74.22%
CYP3A4 inhibition	-	0.8976	89.76%
CYP2C9 inhibition	-	0.9053	90.53%
CYP2C19 inhibition	-	0.9019	90.19%
CYP2D6 inhibition	-	0.8781	87.81%
CYP1A2 inhibition	-	0.8898	88.98%
CYP2C8 inhibition	-	0.6724	67.24%
CYP inhibitory promiscuity	-	0.9166	91.66%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4552	45.52%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9520	95.20%
Skin irritation	-	0.7088	70.88%
Skin corrosion	-	0.9145	91.45%
Ames mutagenesis	-	0.7378	73.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.7215	72.15%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8428	84.28%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.9176	91.76%
Acute Oral Toxicity (c)	III	0.5954	59.54%
Estrogen receptor binding	+	0.7450	74.50%
Androgen receptor binding	+	0.6932	69.32%
Thyroid receptor binding	+	0.5987	59.87%
Glucocorticoid receptor binding	+	0.8473	84.73%
Aromatase binding	+	0.5682	56.82%
PPAR gamma	-	0.5134	51.34%
Honey bee toxicity	-	0.9126	91.26%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8300	83.00%

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	98.72%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.99%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.23%	97.09%
CHEMBL4208	P20618	Proteasome component C5	85.94%	90.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.72%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.71%	82.69%
CHEMBL4040	P28482	MAP kinase ERK2	84.55%	83.82%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.71%	93.00%
CHEMBL5028	O14672	ADAM10	83.12%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.08%	91.19%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	82.55%	98.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.96%	92.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.39%	91.11%

Plants that contains it

• Daphniphyllum himalayense

Cross-Links

• PubChem: 85140707
• LOTUS: LTS0248893
• wikiData: Q104983776