8-(2,3-Dihydroxy-3-methylbutyl)-5,6,7-trimethoxychromen-2-one

Details

• Internal ID: a5e0d928-6d59-471b-a05e-6a2b7125750b
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-(2,3-dihydroxy-3-methylbutyl)-5,6,7-trimethoxychromen-2-one
• SMILES (Canonical): CC(C)(C(CC1=C(C(=C(C2=C1OC(=O)C=C2)OC)OC)OC)O)O
• SMILES (Isomeric): CC(C)(C(CC1=C(C(=C(C2=C1OC(=O)C=C2)OC)OC)OC)O)O
• InChI: InChI=1S/C17H22O7/c1-17(2,20)11(18)8-10-13-9(6-7-12(19)24-13)14(21-3)16(23-5)15(10)22-4/h6-7,11,18,20H,8H2,1-5H3
• InChI Key: HJRKWDUNTXYKKL-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₇
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.13655304 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• CHEMBL3426678
• 94977-40-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9581	95.81%
Caco-2	+	0.6910	69.10%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6297	62.97%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.8647	86.47%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5057	50.57%
P-glycoprotein inhibitior	-	0.7164	71.64%
P-glycoprotein substrate	-	0.8074	80.74%
CYP3A4 substrate	-	0.5223	52.23%
CYP2C9 substrate	-	0.6381	63.81%
CYP2D6 substrate	-	0.8025	80.25%
CYP3A4 inhibition	-	0.9407	94.07%
CYP2C9 inhibition	-	0.9529	95.29%
CYP2C19 inhibition	-	0.9249	92.49%
CYP2D6 inhibition	-	0.9233	92.33%
CYP1A2 inhibition	+	0.5899	58.99%
CYP2C8 inhibition	-	0.7423	74.23%
CYP inhibitory promiscuity	-	0.9533	95.33%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6533	65.33%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.6306	63.06%
Skin irritation	-	0.7684	76.84%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4216	42.16%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6431	64.31%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8833	88.33%
Acute Oral Toxicity (c)	III	0.6265	62.65%
Estrogen receptor binding	+	0.7884	78.84%
Androgen receptor binding	+	0.5839	58.39%
Thyroid receptor binding	+	0.6113	61.13%
Glucocorticoid receptor binding	+	0.6593	65.93%
Aromatase binding	-	0.5324	53.24%
PPAR gamma	+	0.8165	81.65%
Honey bee toxicity	-	0.8608	86.08%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9399	93.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.76%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.22%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.73%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.82%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.80%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.35%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	85.42%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.59%	99.23%
CHEMBL2535	P11166	Glucose transporter	80.72%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.28%	99.17%

Plants that contains it

• Murraya alata
• Murraya paniculata

Cross-Links

• PubChem: 101311688
• NPASS: NPC279851
• ChEMBL: CHEMBL3426678
• LOTUS: LTS0077952
• wikiData: Q104396241