7-hydroxy-5-(hydroxymethyl)-2-[(2S)-2-hydroxypropyl]chromen-4-one

Details

• Internal ID: 1ce8ceea-01ac-40ac-8407-e1edc46ef6b8
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 7-hydroxy-5-(hydroxymethyl)-2-[(2S)-2-hydroxypropyl]chromen-4-one
• SMILES (Canonical): CC(CC1=CC(=O)C2=C(C=C(C=C2O1)O)CO)O
• SMILES (Isomeric): C[C@@H](CC1=CC(=O)C2=C(C=C(C=C2O1)O)CO)O
• InChI: InChI=1S/C13H14O5/c1-7(15)2-10-5-11(17)13-8(6-14)3-9(16)4-12(13)18-10/h3-5,7,14-16H,2,6H2,1H3/t7-/m0/s1
• InChI Key: IXBRSDJVIGCXMC-ZETCQYMHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₅
• Molecular Weight: 250.25 g/mol
• Exact Mass: 250.08412354 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.91
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9663	96.63%
Caco-2	+	0.6772	67.72%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5811	58.11%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8586	85.86%
OATP1B3 inhibitior	+	0.9773	97.73%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8709	87.09%
P-glycoprotein inhibitior	-	0.9338	93.38%
P-glycoprotein substrate	-	0.8610	86.10%
CYP3A4 substrate	-	0.5449	54.49%
CYP2C9 substrate	-	0.6063	60.63%
CYP2D6 substrate	-	0.8054	80.54%
CYP3A4 inhibition	-	0.5110	51.10%
CYP2C9 inhibition	-	0.7936	79.36%
CYP2C19 inhibition	-	0.6328	63.28%
CYP2D6 inhibition	-	0.8339	83.39%
CYP1A2 inhibition	+	0.6559	65.59%
CYP2C8 inhibition	-	0.8575	85.75%
CYP inhibitory promiscuity	-	0.7050	70.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.5755	57.55%
Eye corrosion	-	0.9872	98.72%
Eye irritation	+	0.5744	57.44%
Skin irritation	-	0.7700	77.00%
Skin corrosion	-	0.9709	97.09%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7715	77.15%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.6697	66.97%
skin sensitisation	-	0.9021	90.21%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7661	76.61%
Acute Oral Toxicity (c)	III	0.5516	55.16%
Estrogen receptor binding	-	0.7078	70.78%
Androgen receptor binding	+	0.7476	74.76%
Thyroid receptor binding	-	0.6189	61.89%
Glucocorticoid receptor binding	+	0.7977	79.77%
Aromatase binding	-	0.5147	51.47%
PPAR gamma	+	0.6409	64.09%
Honey bee toxicity	-	0.9008	90.08%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.6478	64.78%

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	97.81%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.87%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.75%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.22%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.14%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.46%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.67%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.02%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.85%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.46%	99.17%

Plants that contains it

• Cassia fistula

Cross-Links

• PubChem: 10977864
• LOTUS: LTS0163733
• wikiData: Q105122034