7-hydroxy-8-[(2S)-2-hydroxy-3-methylbut-3-enyl]chromen-2-one

Details

• Internal ID: 134aea14-30db-4f77-acb6-5512f230078a
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: 7-hydroxy-8-[(2S)-2-hydroxy-3-methylbut-3-enyl]chromen-2-one
• SMILES (Canonical): CC(=C)C(CC1=C(C=CC2=C1OC(=O)C=C2)O)O
• SMILES (Isomeric): CC(=C)[C@H](CC1=C(C=CC2=C1OC(=O)C=C2)O)O
• InChI: InChI=1S/C14H14O4/c1-8(2)12(16)7-10-11(15)5-3-9-4-6-13(17)18-14(9)10/h3-6,12,15-16H,1,7H2,2H3/t12-/m0/s1
• InChI Key: TTXCOFJJERKKFX-LBPRGKRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	-	0.6725	67.25%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6687	66.87%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.8864	88.64%
OATP1B3 inhibitior	+	0.9319	93.19%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7055	70.55%
P-glycoprotein inhibitior	-	0.9188	91.88%
P-glycoprotein substrate	-	0.9157	91.57%
CYP3A4 substrate	-	0.6203	62.03%
CYP2C9 substrate	-	0.5903	59.03%
CYP2D6 substrate	-	0.8077	80.77%
CYP3A4 inhibition	-	0.7778	77.78%
CYP2C9 inhibition	-	0.5979	59.79%
CYP2C19 inhibition	-	0.5740	57.40%
CYP2D6 inhibition	-	0.8658	86.58%
CYP1A2 inhibition	-	0.6003	60.03%
CYP2C8 inhibition	-	0.8748	87.48%
CYP inhibitory promiscuity	-	0.5673	56.73%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6302	63.02%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.6039	60.39%
Skin irritation	-	0.6547	65.47%
Skin corrosion	-	0.9333	93.33%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7313	73.13%
Micronuclear	+	0.6059	60.59%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	-	0.6315	63.15%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.4586	45.86%
Acute Oral Toxicity (c)	III	0.3620	36.20%
Estrogen receptor binding	+	0.6134	61.34%
Androgen receptor binding	-	0.5200	52.00%
Thyroid receptor binding	+	0.5558	55.58%
Glucocorticoid receptor binding	+	0.7675	76.75%
Aromatase binding	+	0.6770	67.70%
PPAR gamma	+	0.7983	79.83%
Honey bee toxicity	-	0.9138	91.38%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9920	99.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.87%	83.82%
CHEMBL2581	P07339	Cathepsin D	96.91%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.61%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	90.50%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	88.64%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.91%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.19%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.23%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.75%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.08%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.71%	96.95%

Plants that contains it

• Alstonia mairei
• Phellodendron chinense var. glabriusculum

Cross-Links

• PubChem: 129716076
• LOTUS: LTS0261057
• wikiData: Q105194441