Cis-4-hydroxy-6-deoxyscytalone

Details

• Internal ID: 487eee8e-8f58-415e-a19b-991a4518457b
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (3R,4S)-3,4,8-trihydroxy-3,4-dihydro-2H-naphthalen-1-one
• SMILES (Canonical): C1C(C(C2=C(C1=O)C(=CC=C2)O)O)O
• SMILES (Isomeric): C1[C@H]([C@H](C2=C(C1=O)C(=CC=C2)O)O)O
• InChI: InChI=1S/C10H10O4/c11-6-3-1-2-5-9(6)7(12)4-8(13)10(5)14/h1-3,8,10-11,13-14H,4H2/t8-,10+/m1/s1
• InChI Key: HPIFRXWPEZBFHJ-SCZZXKLOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.18 g/mol
• Exact Mass: 194.05790880 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.37
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• CHEMBL2229113
• (3R)-3beta,4beta,8-Trihydroxytetralin-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	-	0.7161	71.61%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7072	70.72%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.9400	94.00%
OATP1B3 inhibitior	+	0.9734	97.34%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9773	97.73%
P-glycoprotein inhibitior	-	0.9838	98.38%
P-glycoprotein substrate	-	0.9182	91.82%
CYP3A4 substrate	-	0.5574	55.74%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7890	78.90%
CYP3A4 inhibition	-	0.8631	86.31%
CYP2C9 inhibition	-	0.8637	86.37%
CYP2C19 inhibition	-	0.8669	86.69%
CYP2D6 inhibition	-	0.8654	86.54%
CYP1A2 inhibition	+	0.7151	71.51%
CYP2C8 inhibition	-	0.9310	93.10%
CYP inhibitory promiscuity	-	0.9259	92.59%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Warning	0.5030	50.30%
Eye corrosion	-	0.9808	98.08%
Eye irritation	+	0.7444	74.44%
Skin irritation	+	0.6906	69.06%
Skin corrosion	-	0.8978	89.78%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8445	84.45%
Micronuclear	+	0.7418	74.18%
Hepatotoxicity	+	0.7368	73.68%
skin sensitisation	+	0.5956	59.56%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6454	64.54%
Acute Oral Toxicity (c)	III	0.5915	59.15%
Estrogen receptor binding	-	0.8548	85.48%
Androgen receptor binding	-	0.6225	62.25%
Thyroid receptor binding	-	0.6879	68.79%
Glucocorticoid receptor binding	-	0.6155	61.55%
Aromatase binding	-	0.9298	92.98%
PPAR gamma	+	0.5783	57.83%
Honey bee toxicity	-	0.9157	91.57%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8853	88.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.25%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.03%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.01%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.79%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.37%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.97%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	82.87%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.68%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.68%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.62%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.26%	99.15%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.41%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.34%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	80.16%	91.49%

Plants that contains it

• Viola philippica

Cross-Links

• PubChem: 42612830
• NPASS: NPC767
• LOTUS: LTS0273455
• wikiData: Q77422454