(3R)-3-(3,4-dihydroxyphenyl)-5,6-dihydroxy-3,4-dihydroisochromen-1-one

Details

• Internal ID: dc8880f1-d00a-4d00-8693-e2385a45b56a
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: (3R)-3-(3,4-dihydroxyphenyl)-5,6-dihydroxy-3,4-dihydroisochromen-1-one
• SMILES (Canonical): C1C(OC(=O)C2=C1C(=C(C=C2)O)O)C3=CC(=C(C=C3)O)O
• SMILES (Isomeric): C1[C@@H](OC(=O)C2=C1C(=C(C=C2)O)O)C3=CC(=C(C=C3)O)O
• InChI: InChI=1S/C15H12O6/c16-10-3-1-7(5-12(10)18)13-6-9-8(15(20)21-13)2-4-11(17)14(9)19/h1-5,13,16-19H,6H2/t13-/m1/s1
• InChI Key: BUFHFTFYVVRFCC-CYBMUJFWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8821	88.21%
Caco-2	-	0.8462	84.62%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8098	80.98%
OATP2B1 inhibitior	-	0.5800	58.00%
OATP1B1 inhibitior	+	0.9333	93.33%
OATP1B3 inhibitior	+	0.9305	93.05%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9307	93.07%
P-glycoprotein inhibitior	-	0.9418	94.18%
P-glycoprotein substrate	-	0.9264	92.64%
CYP3A4 substrate	-	0.5225	52.25%
CYP2C9 substrate	-	0.7790	77.90%
CYP2D6 substrate	-	0.8026	80.26%
CYP3A4 inhibition	-	0.9219	92.19%
CYP2C9 inhibition	+	0.7238	72.38%
CYP2C19 inhibition	-	0.7218	72.18%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	-	0.6944	69.44%
CYP2C8 inhibition	-	0.7932	79.32%
CYP inhibitory promiscuity	-	0.9049	90.49%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5626	56.26%
Eye corrosion	-	0.9912	99.12%
Eye irritation	+	0.9203	92.03%
Skin irritation	-	0.5515	55.15%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	+	0.5656	56.56%
Human Ether-a-go-go-Related Gene inhibition	-	0.7660	76.60%
Micronuclear	+	0.8559	85.59%
Hepatotoxicity	+	0.5034	50.34%
skin sensitisation	-	0.8286	82.86%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5715	57.15%
Acute Oral Toxicity (c)	II	0.3697	36.97%
Estrogen receptor binding	+	0.7086	70.86%
Androgen receptor binding	+	0.7475	74.75%
Thyroid receptor binding	+	0.6623	66.23%
Glucocorticoid receptor binding	+	0.7874	78.74%
Aromatase binding	+	0.5847	58.47%
PPAR gamma	+	0.6578	65.78%
Honey bee toxicity	-	0.8869	88.69%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9384	93.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.87%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.54%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.29%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.86%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.90%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.89%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.73%	99.15%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.97%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.76%	99.23%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.86%	85.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.70%	86.33%

Plants that contains it

• Onychium japonicum

Cross-Links

• PubChem: 163081853
• LOTUS: LTS0181285
• wikiData: Q104946060