3-Amino-1,7,8,11-tetrahydroxy-1,2,3,6,11,11a-hexahydrobenzo[b]quinolizin-4-one

Details

• Internal ID: 28c0f103-2a47-4846-9796-f111bb3f6453
• Taxonomy: Organoheterocyclic compounds > Tetrahydroisoquinolines
• IUPAC Name: 3-amino-1,7,8,11-tetrahydroxy-1,2,3,6,11,11a-hexahydrobenzo[b]quinolizin-4-one
• SMILES (Canonical): C1C(C2C(C3=C(CN2C(=O)C1N)C(=C(C=C3)O)O)O)O
• SMILES (Isomeric): C1C(C2C(C3=C(CN2C(=O)C1N)C(=C(C=C3)O)O)O)O
• InChI: InChI=1S/C13H16N2O5/c14-7-3-9(17)10-12(19)5-1-2-8(16)11(18)6(5)4-15(10)13(7)20/h1-2,7,9-10,12,16-19H,3-4,14H2
• InChI Key: DGLVASJKYCTLGR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆N₂O₅
• Molecular Weight: 280.28 g/mol
• Exact Mass: 280.10592162 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -1.07
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7581	75.81%
Caco-2	-	0.8498	84.98%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Nucleus	0.7117	71.17%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9481	94.81%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9058	90.58%
P-glycoprotein inhibitior	-	0.9758	97.58%
P-glycoprotein substrate	-	0.6351	63.51%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	+	0.3568	35.68%
CYP3A4 inhibition	-	0.9557	95.57%
CYP2C9 inhibition	-	0.9221	92.21%
CYP2C19 inhibition	-	0.9023	90.23%
CYP2D6 inhibition	-	0.8773	87.73%
CYP1A2 inhibition	-	0.8485	84.85%
CYP2C8 inhibition	-	0.7988	79.88%
CYP inhibitory promiscuity	-	0.9404	94.04%
UGT catelyzed	+	0.8362	83.62%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6721	67.21%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9509	95.09%
Skin irritation	-	0.7715	77.15%
Skin corrosion	-	0.9433	94.33%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6443	64.43%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.7649	76.49%
skin sensitisation	-	0.8662	86.62%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6143	61.43%
Acute Oral Toxicity (c)	III	0.5918	59.18%
Estrogen receptor binding	-	0.6032	60.32%
Androgen receptor binding	+	0.5384	53.84%
Thyroid receptor binding	+	0.5366	53.66%
Glucocorticoid receptor binding	+	0.7420	74.20%
Aromatase binding	-	0.6348	63.48%
PPAR gamma	-	0.5689	56.89%
Honey bee toxicity	-	0.8174	81.74%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.8075	80.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.53%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.66%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.62%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.10%	91.49%
CHEMBL2581	P07339	Cathepsin D	92.29%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.97%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.49%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.89%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.79%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.93%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.71%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.13%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.00%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586523
• LOTUS: LTS0030376
• wikiData: Q103818369