2-(5-Amino-8-hydroxy-2,6,11-trimethyl-11-azatricyclo[6.2.1.02,6]undecan-9-ylidene)propanoic acid

Details

• Internal ID: e3fb1942-e11f-483c-ba5e-0a820002da63
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-(5-amino-8-hydroxy-2,6,11-trimethyl-11-azatricyclo[6.2.1.02,6]undecan-9-ylidene)propanoic acid
• SMILES (Canonical): CC(=C1CC2C3(CCC(C3(CC1(N2C)O)C)N)C)C(=O)O
• SMILES (Isomeric): CC(=C1CC2C3(CCC(C3(CC1(N2C)O)C)N)C)C(=O)O
• InChI: InChI=1S/C16H26N2O3/c1-9(13(19)20)10-7-12-14(2)6-5-11(17)15(14,3)8-16(10,21)18(12)4/h11-12,21H,5-8,17H2,1-4H3,(H,19,20)
• InChI Key: VESMUQGSQBZLLK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆N₂O₃
• Molecular Weight: 294.39 g/mol
• Exact Mass: 294.19434270 g/mol
• Topological Polar Surface Area (TPSA): 86.80 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9518	95.18%
Caco-2	+	0.6546	65.46%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.3575	35.75%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9224	92.24%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7494	74.94%
P-glycoprotein inhibitior	-	0.9173	91.73%
P-glycoprotein substrate	-	0.6630	66.30%
CYP3A4 substrate	+	0.5970	59.70%
CYP2C9 substrate	-	0.6016	60.16%
CYP2D6 substrate	-	0.8654	86.54%
CYP3A4 inhibition	-	0.9172	91.72%
CYP2C9 inhibition	-	0.7839	78.39%
CYP2C19 inhibition	-	0.8065	80.65%
CYP2D6 inhibition	-	0.8857	88.57%
CYP1A2 inhibition	-	0.8234	82.34%
CYP2C8 inhibition	-	0.8530	85.30%
CYP inhibitory promiscuity	-	0.9117	91.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5843	58.43%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9484	94.84%
Skin irritation	-	0.7354	73.54%
Skin corrosion	-	0.8959	89.59%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5801	58.01%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.5230	52.30%
skin sensitisation	-	0.8570	85.70%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6598	65.98%
Acute Oral Toxicity (c)	III	0.5078	50.78%
Estrogen receptor binding	+	0.6801	68.01%
Androgen receptor binding	+	0.7076	70.76%
Thyroid receptor binding	+	0.6724	67.24%
Glucocorticoid receptor binding	+	0.7562	75.62%
Aromatase binding	+	0.7091	70.91%
PPAR gamma	+	0.6448	64.48%
Honey bee toxicity	-	0.9280	92.80%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8270	82.70%

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	98.86%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	91.57%	95.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.16%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.03%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.45%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.28%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.16%	100.00%
CHEMBL4208	P20618	Proteasome component C5	82.56%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.28%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.60%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.43%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.30%	97.25%

Plants that contains it

• Glechoma hederacea

Cross-Links

• PubChem: 76048335
• LOTUS: LTS0240716
• wikiData: Q105284825