8-[(2S)-2-hydroxy-3-methoxy-2-methylbutyl]-5,7-dimethoxychromen-2-one

Details

• Internal ID: 89e16e15-b180-4c8f-b660-2979fda620e1
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-[(2S)-2-hydroxy-3-methoxy-2-methylbutyl]-5,7-dimethoxychromen-2-one
• SMILES (Canonical): CC(C(C)(CC1=C(C=C(C2=C1OC(=O)C=C2)OC)OC)O)OC
• SMILES (Isomeric): CC([C@](C)(CC1=C(C=C(C2=C1OC(=O)C=C2)OC)OC)O)OC
• InChI: InChI=1S/C17H22O6/c1-10(20-3)17(2,19)9-12-14(22-5)8-13(21-4)11-6-7-15(18)23-16(11)12/h6-8,10,19H,9H2,1-5H3/t10?,17-/m0/s1
• InChI Key: GHXPTZOTUKKASE-LKDXBUKQSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.14163842 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9774	97.74%
Caco-2	+	0.7782	77.82%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5179	51.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8971	89.71%
OATP1B3 inhibitior	+	0.8981	89.81%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5829	58.29%
P-glycoprotein inhibitior	-	0.5994	59.94%
P-glycoprotein substrate	-	0.6169	61.69%
CYP3A4 substrate	-	0.5238	52.38%
CYP2C9 substrate	-	0.6435	64.35%
CYP2D6 substrate	-	0.8110	81.10%
CYP3A4 inhibition	-	0.8945	89.45%
CYP2C9 inhibition	-	0.9673	96.73%
CYP2C19 inhibition	-	0.9422	94.22%
CYP2D6 inhibition	-	0.9242	92.42%
CYP1A2 inhibition	-	0.5659	56.59%
CYP2C8 inhibition	-	0.7270	72.70%
CYP inhibitory promiscuity	-	0.9308	93.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6319	63.19%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8751	87.51%
Skin irritation	-	0.7275	72.75%
Skin corrosion	-	0.9574	95.74%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5214	52.14%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	-	0.8752	87.52%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8322	83.22%
Acute Oral Toxicity (c)	III	0.5455	54.55%
Estrogen receptor binding	+	0.7048	70.48%
Androgen receptor binding	+	0.7185	71.85%
Thyroid receptor binding	+	0.6313	63.13%
Glucocorticoid receptor binding	+	0.7468	74.68%
Aromatase binding	+	0.6568	65.68%
PPAR gamma	+	0.8645	86.45%
Honey bee toxicity	-	0.8459	84.59%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	+	0.9373	93.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.97%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.87%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.50%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.39%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.14%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.39%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	87.32%	94.73%
CHEMBL2535	P11166	Glucose transporter	85.99%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.84%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.07%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.04%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.97%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.82%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.15%	97.21%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 101988840
• LOTUS: LTS0183401
• wikiData: Q104396239