(S)-3,7-dihydroxychroman-4-one

Details

• Internal ID: cd67292a-80ba-4364-8d11-9f8e0c0f7935
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: (3S)-3,7-dihydroxy-2,3-dihydrochromen-4-one
• SMILES (Canonical): C1C(C(=O)C2=C(O1)C=C(C=C2)O)O
• SMILES (Isomeric): C1[C@@H](C(=O)C2=C(O1)C=C(C=C2)O)O
• InChI: InChI=1S/C9H8O4/c10-5-1-2-6-8(3-5)13-4-7(11)9(6)12/h1-3,7,10-11H,4H2/t7-/m0/s1
• InChI Key: GLPDBGACWOZVNL-ZETCQYMHSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈O₄
• Molecular Weight: 180.16 g/mol
• Exact Mass: 180.04225873 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.33
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (S)-3,7-dihydroxychroman-4-one
• CHEMBL1916183
• (3S)-3,7-Dihydroxychroman-4-one
• Q27137534

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9825	98.25%
Caco-2	+	0.5303	53.03%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7108	71.08%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9166	91.66%
OATP1B3 inhibitior	+	0.9204	92.04%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9301	93.01%
P-glycoprotein inhibitior	-	0.9818	98.18%
P-glycoprotein substrate	-	0.8732	87.32%
CYP3A4 substrate	-	0.6178	61.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7281	72.81%
CYP3A4 inhibition	-	0.8941	89.41%
CYP2C9 inhibition	-	0.6482	64.82%
CYP2C19 inhibition	-	0.7045	70.45%
CYP2D6 inhibition	-	0.8204	82.04%
CYP1A2 inhibition	+	0.7330	73.30%
CYP2C8 inhibition	-	0.8992	89.92%
CYP inhibitory promiscuity	-	0.7742	77.42%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6016	60.16%
Eye corrosion	-	0.9795	97.95%
Eye irritation	+	0.9754	97.54%
Skin irritation	-	0.5429	54.29%
Skin corrosion	-	0.9619	96.19%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8702	87.02%
Micronuclear	+	0.7418	74.18%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6585	65.85%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5258	52.58%
Acute Oral Toxicity (c)	III	0.5040	50.40%
Estrogen receptor binding	-	0.5808	58.08%
Androgen receptor binding	+	0.5737	57.37%
Thyroid receptor binding	-	0.6333	63.33%
Glucocorticoid receptor binding	-	0.7330	73.30%
Aromatase binding	-	0.7658	76.58%
PPAR gamma	-	0.5653	56.53%
Honey bee toxicity	-	0.8989	89.89%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.4929	49.29%

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	96.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.04%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.31%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.92%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.57%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.36%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.04%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	84.24%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.90%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.66%	97.09%

Plants that contains it

• Biancaea sappan

Cross-Links

• PubChem: 53493060
• NPASS: NPC150023
• ChEMBL: CHEMBL1916183
• LOTUS: LTS0177247
• wikiData: Q27137534