(3R)-3,6,8-Trihydroxy-7-chlorotetralin-1-one

Details

• Internal ID: 297d1444-9a90-4d2d-9384-5e328f9afbcd
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (3R)-7-chloro-3,6,8-trihydroxy-3,4-dihydro-2H-naphthalen-1-one
• SMILES (Canonical): C1C(CC(=O)C2=C(C(=C(C=C21)O)Cl)O)O
• SMILES (Isomeric): C1[C@H](CC(=O)C2=C(C(=C(C=C21)O)Cl)O)O
• InChI: InChI=1S/C10H9ClO4/c11-9-7(14)2-4-1-5(12)3-6(13)8(4)10(9)15/h2,5,12,14-15H,1,3H2/t5-/m1/s1
• InChI Key: KJOZIJYDPJBYLK-RXMQYKEDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₉ClO₄
• Molecular Weight: 228.63 g/mol
• Exact Mass: 228.0189365 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.24
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• (3R)-3,6,8-Trihydroxy-7-chlorotetralin-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9846	98.46%
Caco-2	+	0.6835	68.35%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6811	68.11%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9077	90.77%
OATP1B3 inhibitior	+	0.9311	93.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9380	93.80%
P-glycoprotein inhibitior	-	0.9790	97.90%
P-glycoprotein substrate	-	0.9409	94.09%
CYP3A4 substrate	-	0.5082	50.82%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.7911	79.11%
CYP3A4 inhibition	+	0.6966	69.66%
CYP2C9 inhibition	+	0.6085	60.85%
CYP2C19 inhibition	-	0.6124	61.24%
CYP2D6 inhibition	-	0.7776	77.76%
CYP1A2 inhibition	+	0.7473	74.73%
CYP2C8 inhibition	-	0.9211	92.11%
CYP inhibitory promiscuity	+	0.5378	53.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7380	73.80%
Carcinogenicity (trinary)	Non-required	0.5460	54.60%
Eye corrosion	-	0.9798	97.98%
Eye irritation	+	0.9415	94.15%
Skin irritation	+	0.6111	61.11%
Skin corrosion	-	0.9240	92.40%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7164	71.64%
Micronuclear	+	0.5433	54.33%
Hepatotoxicity	+	0.6553	65.53%
skin sensitisation	+	0.5381	53.81%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6575	65.75%
Acute Oral Toxicity (c)	I	0.3518	35.18%
Estrogen receptor binding	+	0.5613	56.13%
Androgen receptor binding	+	0.6858	68.58%
Thyroid receptor binding	+	0.5221	52.21%
Glucocorticoid receptor binding	+	0.8575	85.75%
Aromatase binding	-	0.7275	72.75%
PPAR gamma	+	0.7378	73.78%
Honey bee toxicity	-	0.8538	85.38%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9760	97.60%

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	99.21%	91.11%
CHEMBL217	P14416	Dopamine D2 receptor	95.43%	95.62%
CHEMBL2581	P07339	Cathepsin D	91.69%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.84%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.28%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.37%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.09%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.90%	99.15%
CHEMBL4208	P20618	Proteasome component C5	81.22%	90.00%

Plants that contains it

• Achyranthes aspera var. indica
• Achyrocline tomentosa
• Alhagi maurorum
• Allium angulosum
• Anemonella thalictroides
• Erythrophleum chlorostachys
• Goniothalamus dolichocarpus
• Guettarda platypoda
• Helicia nilagirica
• Lessingianthus brevifolius
• Lobelia inflata
• Phaleria macrocarpa
• Pistacia chinensis
• Pulicaria insignis
• Shirakiopsis indica
• Tecomella undulata

Cross-Links

• PubChem: 102258990
• NPASS: NPC229857
• LOTUS: LTS0026928
• wikiData: Q77568981