(2S)-2,3-Dihydro-6,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

Details

• Internal ID: af6ad508-fb0d-4789-a918-38b564f89248
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: (2S)-6,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)14-6-11(17)10-5-12(18)13(19)7-15(10)20-14/h1-5,7,14,16,18-19H,6H2/t14-/m0/s1
• InChI Key: UABMFOBSIHSWFQ-AWEZNQCLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.06847348 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9584	95.84%
Caco-2	-	0.8150	81.50%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7774	77.74%
OATP2B1 inhibitior	-	0.6064	60.64%
OATP1B1 inhibitior	+	0.9134	91.34%
OATP1B3 inhibitior	+	0.9893	98.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8903	89.03%
P-glycoprotein inhibitior	-	0.9391	93.91%
P-glycoprotein substrate	-	0.9544	95.44%
CYP3A4 substrate	-	0.5721	57.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6825	68.25%
CYP3A4 inhibition	-	0.7378	73.78%
CYP2C9 inhibition	+	0.8265	82.65%
CYP2C19 inhibition	-	0.6997	69.97%
CYP2D6 inhibition	-	0.9044	90.44%
CYP1A2 inhibition	+	0.7993	79.93%
CYP2C8 inhibition	-	0.7399	73.99%
CYP inhibitory promiscuity	-	0.6683	66.83%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5624	56.24%
Eye corrosion	-	0.9899	98.99%
Eye irritation	+	0.9173	91.73%
Skin irritation	+	0.5215	52.15%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7987	79.87%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.7805	78.05%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5748	57.48%
Acute Oral Toxicity (c)	II	0.6264	62.64%
Estrogen receptor binding	+	0.5892	58.92%
Androgen receptor binding	+	0.5771	57.71%
Thyroid receptor binding	+	0.7241	72.41%
Glucocorticoid receptor binding	+	0.8265	82.65%
Aromatase binding	+	0.6739	67.39%
PPAR gamma	+	0.7281	72.81%
Honey bee toxicity	-	0.8244	82.44%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8678	86.78%

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	97.02%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.33%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.63%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.18%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.99%	95.56%
CHEMBL3194	P02766	Transthyretin	88.37%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.27%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.24%	99.23%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.23%	85.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.41%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.59%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.07%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.03%	85.14%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.65%	85.00%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.34%	95.71%

Plants that contains it

• Dalbergia odorifera

Cross-Links

• PubChem: 102062426
• LOTUS: LTS0173087
• wikiData: Q105268562