8-[(2S)-2,3-dihydroxy-3-methylbutyl]-7-hydroxychromen-2-one

Details

• Internal ID: f0288443-169e-4c54-966d-243beb1cb337
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: 8-[(2S)-2,3-dihydroxy-3-methylbutyl]-7-hydroxychromen-2-one
• SMILES (Canonical): CC(C)(C(CC1=C(C=CC2=C1OC(=O)C=C2)O)O)O
• SMILES (Isomeric): CC(C)([C@H](CC1=C(C=CC2=C1OC(=O)C=C2)O)O)O
• InChI: InChI=1S/C14H16O5/c1-14(2,18)11(16)7-9-10(15)5-3-8-4-6-12(17)19-13(8)9/h3-6,11,15-16,18H,7H2,1-2H3/t11-/m0/s1
• InChI Key: BFYOVPHBKUQKPM-NSHDSACASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.27 g/mol
• Exact Mass: 264.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.17
• 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	+	0.9698	96.98%
Caco-2	-	0.6664	66.64%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7125	71.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8909	89.09%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7906	79.06%
P-glycoprotein inhibitior	-	0.9418	94.18%
P-glycoprotein substrate	-	0.9163	91.63%
CYP3A4 substrate	-	0.6264	62.64%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	-	0.8199	81.99%
CYP3A4 inhibition	-	0.9389	93.89%
CYP2C9 inhibition	-	0.9388	93.88%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9241	92.41%
CYP1A2 inhibition	-	0.6722	67.22%
CYP2C8 inhibition	-	0.8511	85.11%
CYP inhibitory promiscuity	-	0.9632	96.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6656	66.56%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.6550	65.50%
Skin irritation	-	0.6993	69.93%
Skin corrosion	-	0.9034	90.34%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6365	63.65%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	+	0.6408	64.08%
skin sensitisation	-	0.7922	79.22%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6607	66.07%
Acute Oral Toxicity (c)	III	0.6036	60.36%
Estrogen receptor binding	+	0.7555	75.55%
Androgen receptor binding	+	0.5789	57.89%
Thyroid receptor binding	+	0.5414	54.14%
Glucocorticoid receptor binding	+	0.7844	78.44%
Aromatase binding	+	0.5922	59.22%
PPAR gamma	+	0.8405	84.05%
Honey bee toxicity	-	0.9230	92.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9611	96.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.24%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.83%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.50%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	90.52%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.61%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.15%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.76%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.04%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.68%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.20%	96.95%

Plants that contains it

• Seseli osseum

Cross-Links

• PubChem: 11623101
• LOTUS: LTS0257642
• wikiData: Q104935055