4,7,8-Trimethoxy-3,5-dimethyl-3,4-dihydrochromen-2-one

Details

• Internal ID: 1cc273e0-4ccc-464d-a93b-cad4980321b4
• Taxonomy: Phenylpropanoids and polyketides > 3,4-dihydrocoumarins
• IUPAC Name: 4,7,8-trimethoxy-3,5-dimethyl-3,4-dihydrochromen-2-one
• SMILES (Canonical): CC1C(C2=C(C(=C(C=C2C)OC)OC)OC1=O)OC
• SMILES (Isomeric): CC1C(C2=C(C(=C(C=C2C)OC)OC)OC1=O)OC
• InChI: InChI=1S/C14H18O5/c1-7-6-9(16-3)12(18-5)13-10(7)11(17-4)8(2)14(15)19-13/h6,8,11H,1-5H3
• InChI Key: ZZGHVNLMXNBIDC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.11542367 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9802	98.02%
Caco-2	+	0.8507	85.07%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5544	55.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9338	93.38%
OATP1B3 inhibitior	+	0.9877	98.77%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8277	82.77%
P-glycoprotein inhibitior	-	0.7977	79.77%
P-glycoprotein substrate	-	0.8973	89.73%
CYP3A4 substrate	+	0.5180	51.80%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.7967	79.67%
CYP3A4 inhibition	-	0.7454	74.54%
CYP2C9 inhibition	-	0.9737	97.37%
CYP2C19 inhibition	-	0.7451	74.51%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	+	0.9739	97.39%
CYP2C8 inhibition	-	0.7811	78.11%
CYP inhibitory promiscuity	+	0.5630	56.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5630	56.30%
Eye corrosion	-	0.9001	90.01%
Eye irritation	+	0.6079	60.79%
Skin irritation	-	0.7152	71.52%
Skin corrosion	-	0.9841	98.41%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5195	51.95%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.9195	91.95%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6064	60.64%
Acute Oral Toxicity (c)	II	0.7769	77.69%
Estrogen receptor binding	+	0.6064	60.64%
Androgen receptor binding	-	0.4917	49.17%
Thyroid receptor binding	+	0.5232	52.32%
Glucocorticoid receptor binding	+	0.5673	56.73%
Aromatase binding	-	0.6724	67.24%
PPAR gamma	+	0.6193	61.93%
Honey bee toxicity	-	0.7954	79.54%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8778	87.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.05%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	90.97%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.34%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.70%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.28%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.85%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.40%	96.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.18%	86.00%
CHEMBL2535	P11166	Glucose transporter	80.79%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.47%	99.17%

Plants that contains it

• Leucas inflata

Cross-Links

• PubChem: 163106973
• LOTUS: LTS0062366
• wikiData: Q105386793