6-Hydroxyhuperzine A

Details

• Internal ID: b14babe4-de0e-4c66-a9b4-44e5f9e7f56e
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives
• IUPAC Name: (1R,8R,9R,13E)-1-amino-13-ethylidene-8-hydroxy-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one
• SMILES (Canonical): CC=C1C2C=C(CC1(C3=C(C2O)NC(=O)C=C3)N)C
• SMILES (Isomeric): C/C=C/1\[C@H]2C=C(C[C@@]1(C3=C([C@@H]2O)NC(=O)C=C3)N)C
• InChI: InChI=1S/C15H18N2O2/c1-3-10-9-6-8(2)7-15(10,16)11-4-5-12(18)17-13(11)14(9)19/h3-6,9,14,19H,7,16H2,1-2H3,(H,17,18)/b10-3+/t9-,14-,15-/m1/s1
• InChI Key: WFICABZBCMBKJQ-DYAREHIISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈N₂O₂
• Molecular Weight: 258.32 g/mol
• Exact Mass: 258.136827821 g/mol
• Topological Polar Surface Area (TPSA): 75.40 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9828	98.28%
Caco-2	-	0.6223	62.23%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Nucleus	0.3341	33.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9076	90.76%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5650	56.50%
P-glycoprotein inhibitior	-	0.9147	91.47%
P-glycoprotein substrate	-	0.6093	60.93%
CYP3A4 substrate	+	0.5445	54.45%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.8095	80.95%
CYP3A4 inhibition	-	0.8983	89.83%
CYP2C9 inhibition	+	0.6040	60.40%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8491	84.91%
CYP1A2 inhibition	+	0.5127	51.27%
CYP2C8 inhibition	-	0.7780	77.80%
CYP inhibitory promiscuity	+	0.7868	78.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5679	56.79%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9949	99.49%
Skin irritation	-	0.7948	79.48%
Skin corrosion	-	0.9316	93.16%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7016	70.16%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.8282	82.82%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6466	64.66%
Acute Oral Toxicity (c)	I	0.3753	37.53%
Estrogen receptor binding	-	0.5732	57.32%
Androgen receptor binding	+	0.6170	61.70%
Thyroid receptor binding	+	0.5684	56.84%
Glucocorticoid receptor binding	-	0.4931	49.31%
Aromatase binding	-	0.5073	50.73%
PPAR gamma	+	0.6587	65.87%
Honey bee toxicity	-	0.8995	89.95%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.4112	41.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL220	P22303	Acetylcholinesterase	97.84%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.44%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.09%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.88%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.57%	94.45%
CHEMBL4208	P20618	Proteasome component C5	87.52%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.51%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.43%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.59%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.13%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.56%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.05%	99.23%

Plants that contains it

• Huperzia selago

Cross-Links

• PubChem: 5388290
• LOTUS: LTS0163121
• wikiData: Q105303924