3-[(1S,2R,3S,7R,8R,10R,13S,14R)-7-hydroxy-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,8.07,12]hexadecan-2-yl]propanoic acid

Details

• Internal ID: eff6e37c-f1fa-4257-8c57-393f954df64c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3-[(1S,2R,3S,7R,8R,10R,13S,14R)-7-hydroxy-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,8.07,12]hexadecan-2-yl]propanoic acid
• SMILES (Canonical): CC(C)C1CCC2(C3CC4C5C2(C1N(C3)C4(CCC5)O)CCC(=O)O)C
• SMILES (Isomeric): CC(C)[C@H]1CC[C@]2([C@H]3C[C@@H]4[C@H]5[C@]2([C@H]1N(C3)[C@]4(CCC5)O)CCC(=O)O)C
• InChI: InChI=1S/C22H35NO3/c1-13(2)15-6-9-20(3)14-11-17-16-5-4-8-22(17,26)23(12-14)19(15)21(16,20)10-7-18(24)25/h13-17,19,26H,4-12H2,1-3H3,(H,24,25)/t14-,15+,16-,17+,19-,20-,21-,22+/m0/s1
• InChI Key: JTJZQXLCCPOWJJ-HNQXFZODSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₅NO₃
• Molecular Weight: 361.50 g/mol
• Exact Mass: 361.26169398 g/mol
• Topological Polar Surface Area (TPSA): 60.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 3.73
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9456	94.56%
Caco-2	+	0.5907	59.07%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7302	73.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6840	68.40%
P-glycoprotein inhibitior	-	0.8438	84.38%
P-glycoprotein substrate	-	0.6039	60.39%
CYP3A4 substrate	+	0.6571	65.71%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8684	86.84%
CYP3A4 inhibition	-	0.8586	85.86%
CYP2C9 inhibition	-	0.8427	84.27%
CYP2C19 inhibition	-	0.8354	83.54%
CYP2D6 inhibition	-	0.8686	86.86%
CYP1A2 inhibition	-	0.9033	90.33%
CYP2C8 inhibition	-	0.7873	78.73%
CYP inhibitory promiscuity	-	0.9091	90.91%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6719	67.19%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8047	80.47%
Skin irritation	-	0.7554	75.54%
Skin corrosion	-	0.9099	90.99%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5943	59.43%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5952	59.52%
skin sensitisation	-	0.8701	87.01%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.9383	93.83%
Acute Oral Toxicity (c)	III	0.6667	66.67%
Estrogen receptor binding	+	0.8867	88.67%
Androgen receptor binding	+	0.7460	74.60%
Thyroid receptor binding	+	0.6694	66.94%
Glucocorticoid receptor binding	+	0.8593	85.93%
Aromatase binding	+	0.7552	75.52%
PPAR gamma	-	0.5281	52.81%
Honey bee toxicity	-	0.8924	89.24%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.7618	76.18%

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	98.63%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.38%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.45%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.57%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.73%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.24%	96.47%
CHEMBL274	P51681	C-C chemokine receptor type 5	89.02%	98.77%
CHEMBL220	P22303	Acetylcholinesterase	88.75%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.29%	89.05%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.09%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.56%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.04%	82.69%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.72%	98.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.69%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.33%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.95%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.19%	100.00%
CHEMBL206	P03372	Estrogen receptor alpha	83.31%	97.64%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	83.24%	98.00%
CHEMBL237	P41145	Kappa opioid receptor	83.21%	98.10%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.96%	93.03%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.62%	94.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.86%	95.50%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.77%	90.24%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.29%	97.50%

Plants that contains it

• Daphniphyllum subverticillatum

Cross-Links

• PubChem: 100996996
• LOTUS: LTS0176731
• wikiData: Q104401012