6,7-Dihydroxy-2-aminotetralin

Details

• Internal ID: eae58ba0-6be7-4868-8e92-ba45650d1c98
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: 6-amino-5,6,7,8-tetrahydronaphthalene-2,3-diol
• SMILES (Canonical): C1CC2=CC(=C(C=C2CC1N)O)O
• SMILES (Isomeric): C1CC2=CC(=C(C=C2CC1N)O)O
• InChI: InChI=1S/C10H13NO2/c11-8-2-1-6-4-9(12)10(13)5-7(6)3-8/h4-5,8,12-13H,1-3,11H2
• InChI Key: ASXGAOFCKGHGMF-UHFFFAOYSA-N
• Popularity: 189 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.22 g/mol
• Exact Mass: 179.094628657 g/mol
• Topological Polar Surface Area (TPSA): 66.50 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.91
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• 53463-78-8
• 6,7-Dihydroxy-2-aminotetralin
• 2-Amino-6,7-dihydroxytetralin
• 6,7-Adtn
• 6-Amino-5,6,7,8-tetrahydro-2,3-naphthalenediol
• 6-amino-5,6,7,8-tetrahydronaphthalene-2,3-diol
• 2,3-Naphthalenediol, 6-amino-5,6,7,8-tetrahydro-
• (+)-ADTN
• ZTM7UYI7VX
• CHEMBL26736
• MLS002172466
• 6,7-Dihydroxy-3-chromanamine
• UNII-ZTM7UYI7VX
• SMR001254097
• 2-Amino-6,7-dihydroxy-1,2,3,4-tetrahydronaphthalene
• SR-01000075362
• (+)-ADTN (aminotetralin-6,7-diol)
• Biomol-NT_000003
• 2-aminotetralin-6,7-diol
• cid_3153
• Lopac0_000415
• BSPBio_001023
• GTPL932
• KBioGR_002511
• KBioSS_002519
• BPBio1_001127
• SCHEMBL3126243
• BDBM81195
• KBio2_002511
• KBio2_005079
• KBio2_007647
• KBio3_002989
• DTXSID40968175
• cid_11957526
• cMAP_000069
• (+/-)-ADTN
• HMS1792C05
• HMS1990C05
• HMS3403C05
• ADTN, (+/-)-
• NSC826351
• PDSP1_000478
• PDSP1_000820
• PDSP2_000476
• PDSP2_000807
• 2-aminotetralin-6,7-diol;hydrobromide
• AKOS006328808
• CCG-204507
• NSC-826351
• SDCCGSBI-0050400.P002
• (+/-)-2-amino-6,7-dihydroxytetralin
• NCGC00015291-02
• NCGC00015291-03
• NCGC00015291-04
• NCGC00015291-05
• NCGC00015291-06
• NCGC00015291-07
• NCGC00162147-01
• NCGC00162147-02
• NCGC00162147-03
• NCGC00162147-04
• FT-0645288
• (+/-)-6,7-DIHYDROXY-2-AMINOTETRALIN
• 2-AMINO-6,7-DIHYDROXYTETRALIN, (+/-)-
• L000081
• 6-Amino-5,6,7,8-tetrahydro-naphthalene-2,3-diol
• SR-01000075362-6
• Q27074318
• 6-azanyl-5,6,7,8-tetrahydronaphthalene-2,3-diol;hydrobromide
• (+/-)-2-AMINO-6,7-DIHYDROXY-1,2,3,4-TETRAHYDRONAPHTHALENE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.5229	52.29%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Nucleus	0.5502	55.02%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9527	95.27%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9502	95.02%
P-glycoprotein inhibitior	-	0.9898	98.98%
P-glycoprotein substrate	-	0.9067	90.67%
CYP3A4 substrate	-	0.6939	69.39%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	+	0.5501	55.01%
CYP3A4 inhibition	-	0.9019	90.19%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.8503	85.03%
CYP2C8 inhibition	-	0.8418	84.18%
CYP inhibitory promiscuity	-	0.7140	71.40%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6800	68.00%
Carcinogenicity (trinary)	Non-required	0.5606	56.06%
Eye corrosion	-	0.9443	94.43%
Eye irritation	-	0.5820	58.20%
Skin irritation	-	0.5825	58.25%
Skin corrosion	-	0.7976	79.76%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5635	56.35%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6374	63.74%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8311	83.11%
Acute Oral Toxicity (c)	III	0.6357	63.57%
Estrogen receptor binding	-	0.7037	70.37%
Androgen receptor binding	-	0.6024	60.24%
Thyroid receptor binding	-	0.5249	52.49%
Glucocorticoid receptor binding	+	0.6180	61.80%
Aromatase binding	-	0.8130	81.30%
PPAR gamma	-	0.4835	48.35%
Honey bee toxicity	-	0.8721	87.21%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.7973	79.73%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	794.3 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.80%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.09%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.86%	92.94%
CHEMBL217	P14416	Dopamine D2 receptor	92.79%	95.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.30%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	87.90%	91.49%
CHEMBL261	P00915	Carbonic anhydrase I	87.72%	96.76%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.61%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.74%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.57%	93.40%
CHEMBL205	P00918	Carbonic anhydrase II	80.72%	98.44%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.44%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3153
• LOTUS: LTS0040460
• wikiData: Q27074318