8-[(2S)-2-hydroxy-3-(2-hydroxypropan-2-yloxy)-3-methylbutyl]-7-methoxychromen-2-one

Details

• Internal ID: a8baef46-bd2f-411a-8293-c7e3d0b7c2a0
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-[(2S)-2-hydroxy-3-(2-hydroxypropan-2-yloxy)-3-methylbutyl]-7-methoxychromen-2-one
• SMILES (Canonical): CC(C)(C(CC1=C(C=CC2=C1OC(=O)C=C2)OC)O)OC(C)(C)O
• SMILES (Isomeric): CC(C)([C@H](CC1=C(C=CC2=C1OC(=O)C=C2)OC)O)OC(C)(C)O
• InChI: InChI=1S/C18H24O6/c1-17(2,24-18(3,4)21)14(19)10-12-13(22-5)8-6-11-7-9-15(20)23-16(11)12/h6-9,14,19,21H,10H2,1-5H3/t14-/m0/s1
• InChI Key: SWYQEVCUJGDGLN-AWEZNQCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₆
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.15728848 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.23
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9721	97.21%
Caco-2	+	0.5539	55.39%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6346	63.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9022	90.22%
OATP1B3 inhibitior	+	0.8656	86.56%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5637	56.37%
P-glycoprotein inhibitior	-	0.6709	67.09%
P-glycoprotein substrate	-	0.7590	75.90%
CYP3A4 substrate	-	0.5126	51.26%
CYP2C9 substrate	-	0.6381	63.81%
CYP2D6 substrate	-	0.8011	80.11%
CYP3A4 inhibition	-	0.9329	93.29%
CYP2C9 inhibition	-	0.9159	91.59%
CYP2C19 inhibition	-	0.8801	88.01%
CYP2D6 inhibition	-	0.8566	85.66%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.6832	68.32%
CYP inhibitory promiscuity	-	0.8815	88.15%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6413	64.13%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8790	87.90%
Skin irritation	-	0.7681	76.81%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7317	73.17%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6556	65.56%
skin sensitisation	-	0.8666	86.66%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7384	73.84%
Acute Oral Toxicity (c)	III	0.6420	64.20%
Estrogen receptor binding	+	0.7410	74.10%
Androgen receptor binding	+	0.5241	52.41%
Thyroid receptor binding	+	0.6702	67.02%
Glucocorticoid receptor binding	+	0.7042	70.42%
Aromatase binding	+	0.7612	76.12%
PPAR gamma	+	0.7329	73.29%
Honey bee toxicity	-	0.8776	87.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6947	69.47%
Fish aquatic toxicity	+	0.9223	92.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.89%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.86%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.24%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.47%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.00%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.33%	94.73%
CHEMBL1255126	O15151	Protein Mdm4	85.22%	90.20%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.94%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.75%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.08%	99.17%
CHEMBL2535	P11166	Glucose transporter	82.97%	98.75%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.42%	86.92%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 162986979
• LOTUS: LTS0179262
• wikiData: Q105262971