12beta-Hydroxyacetylfawcettiine

Details

• Internal ID: 276e36bd-6566-4933-9fb4-55a783033813
• Taxonomy: Organoheterocyclic compounds > Quinolizidines
• IUPAC Name: [(1S,2S,10S,11R,13S,14S)-11-acetyloxy-2-hydroxy-6-azatetracyclo[8.6.0.01,6.02,13]hexadecan-14-yl] acetate
• SMILES (Canonical): CC(=O)OC1CCC23C4CCCN2CCCC3(C1CC4OC(=O)C)O
• SMILES (Isomeric): CC(=O)O[C@H]1CC[C@@]23[C@@H]4CCCN2CCC[C@@]3([C@H]1C[C@H]4OC(=O)C)O
• InChI: InChI=1S/C19H29NO5/c1-12(21)24-16-6-8-18-14-5-3-9-20(18)10-4-7-19(18,23)15(16)11-17(14)25-13(2)22/h14-17,23H,3-11H2,1-2H3/t14-,15+,16+,17-,18+,19+/m1/s1
• InChI Key: JKXUXGBVNZSYFC-ATNRFADISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₉NO₅
• Molecular Weight: 351.40 g/mol
• Exact Mass: 351.20457303 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7690	76.90%
Caco-2	+	0.5541	55.41%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5628	56.28%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.9307	93.07%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6616	66.16%
P-glycoprotein inhibitior	-	0.7007	70.07%
P-glycoprotein substrate	-	0.7311	73.11%
CYP3A4 substrate	+	0.6506	65.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6725	67.25%
CYP3A4 inhibition	-	0.7927	79.27%
CYP2C9 inhibition	-	0.9394	93.94%
CYP2C19 inhibition	-	0.9329	93.29%
CYP2D6 inhibition	-	0.8812	88.12%
CYP1A2 inhibition	-	0.9126	91.26%
CYP2C8 inhibition	-	0.8739	87.39%
CYP inhibitory promiscuity	-	0.9888	98.88%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5730	57.30%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9812	98.12%
Skin irritation	-	0.7556	75.56%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6521	65.21%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5198	51.98%
skin sensitisation	-	0.8743	87.43%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6907	69.07%
Acute Oral Toxicity (c)	III	0.6409	64.09%
Estrogen receptor binding	+	0.7449	74.49%
Androgen receptor binding	+	0.6227	62.27%
Thyroid receptor binding	+	0.5445	54.45%
Glucocorticoid receptor binding	+	0.6157	61.57%
Aromatase binding	-	0.5477	54.77%
PPAR gamma	-	0.5132	51.32%
Honey bee toxicity	-	0.8018	80.18%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	-	0.7987	79.87%

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	95.68%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.76%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	92.78%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.30%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.34%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.77%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.34%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.75%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.12%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.95%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.71%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.30%	92.94%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	82.75%	98.99%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.60%	91.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.76%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.63%	95.58%

Plants that contains it

• Lycopodium japonicum

Cross-Links

• PubChem: 102347841
• NPASS: NPC12618