(R)-YuehgesinC

Details

• Internal ID: 00028e78-9c8c-4fb0-8d2b-2404353c748f
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-[(2R)-3-ethoxy-2-hydroxy-3-methylbutyl]-7-methoxychromen-2-one
• SMILES (Canonical): CCOC(C)(C)C(CC1=C(C=CC2=C1OC(=O)C=C2)OC)O
• SMILES (Isomeric): CCOC(C)(C)[C@@H](CC1=C(C=CC2=C1OC(=O)C=C2)OC)O
• InChI: InChI=1S/C17H22O5/c1-5-21-17(2,3)14(18)10-12-13(20-4)8-6-11-7-9-15(19)22-16(11)12/h6-9,14,18H,5,10H2,1-4H3/t14-/m1/s1
• InChI Key: ZEJUDJOXRYEYKX-CQSZACIVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• (R)-YuehgesinC
• (R)-Yuehgesin C

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9754	97.54%
Caco-2	+	0.6623	66.23%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6951	69.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8984	89.84%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6298	62.98%
P-glycoprotein inhibitior	-	0.6618	66.18%
P-glycoprotein substrate	-	0.8037	80.37%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6435	64.35%
CYP2D6 substrate	-	0.7811	78.11%
CYP3A4 inhibition	-	0.8262	82.62%
CYP2C9 inhibition	-	0.6485	64.85%
CYP2C19 inhibition	-	0.5474	54.74%
CYP2D6 inhibition	-	0.9035	90.35%
CYP1A2 inhibition	+	0.6886	68.86%
CYP2C8 inhibition	-	0.6131	61.31%
CYP inhibitory promiscuity	-	0.8070	80.70%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6893	68.93%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8717	87.17%
Skin irritation	-	0.7987	79.87%
Skin corrosion	-	0.9647	96.47%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7888	78.88%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6306	63.06%
skin sensitisation	-	0.8665	86.65%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6342	63.42%
Acute Oral Toxicity (c)	III	0.4542	45.42%
Estrogen receptor binding	+	0.7218	72.18%
Androgen receptor binding	+	0.5978	59.78%
Thyroid receptor binding	+	0.6004	60.04%
Glucocorticoid receptor binding	+	0.8018	80.18%
Aromatase binding	+	0.6460	64.60%
PPAR gamma	+	0.7871	78.71%
Honey bee toxicity	-	0.8171	81.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7047	70.47%
Fish aquatic toxicity	+	0.9616	96.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.45%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.96%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.79%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.23%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.96%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	86.81%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.80%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.55%	86.92%
CHEMBL2535	P11166	Glucose transporter	84.59%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.71%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.99%	89.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.84%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	81.58%	90.20%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.04%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.46%	99.23%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 86310823
• LOTUS: LTS0229774
• wikiData: Q105373338