3',4',5'-Trimethoxycinnamylisovalerate

Details

• Internal ID: 5d0ad47f-501b-445c-8ba2-f71ddb7d633c
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: [(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enyl] 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OCC=CC1=CC(=C(C(=C1)OC)OC)OC
• SMILES (Isomeric): CC(C)CC(=O)OC/C=C/C1=CC(=C(C(=C1)OC)OC)OC
• InChI: InChI=1S/C17H24O5/c1-12(2)9-16(18)22-8-6-7-13-10-14(19-3)17(21-5)15(11-13)20-4/h6-7,10-12H,8-9H2,1-5H3/b7-6+
• InChI Key: HOLVWTVNYCUUCX-VOTSOKGWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.16237386 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.31
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

• 105072-20-6
• MEGxp0_000267
• Butanoic acid, 3-methyl-, 3-(3,4,5-trimethoxyphenyl)-2-propenyl ester, (E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.8912	89.12%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8970	89.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9034	90.34%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7065	70.65%
P-glycoprotein inhibitior	-	0.7883	78.83%
P-glycoprotein substrate	-	0.9115	91.15%
CYP3A4 substrate	-	0.5477	54.77%
CYP2C9 substrate	-	0.6159	61.59%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	+	0.5360	53.60%
CYP2C9 inhibition	-	0.7660	76.60%
CYP2C19 inhibition	+	0.5282	52.82%
CYP2D6 inhibition	-	0.8763	87.63%
CYP1A2 inhibition	+	0.6663	66.63%
CYP2C8 inhibition	-	0.7165	71.65%
CYP inhibitory promiscuity	-	0.6129	61.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7571	75.71%
Carcinogenicity (trinary)	Non-required	0.5814	58.14%
Eye corrosion	-	0.9601	96.01%
Eye irritation	-	0.7228	72.28%
Skin irritation	-	0.9124	91.24%
Skin corrosion	-	0.9899	98.99%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4114	41.14%
Micronuclear	-	0.6897	68.97%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.4946	49.46%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	-	0.6815	68.15%
Acute Oral Toxicity (c)	III	0.5664	56.64%
Estrogen receptor binding	+	0.7360	73.60%
Androgen receptor binding	-	0.6370	63.70%
Thyroid receptor binding	+	0.5844	58.44%
Glucocorticoid receptor binding	+	0.5757	57.57%
Aromatase binding	+	0.6231	62.31%
PPAR gamma	-	0.8463	84.63%
Honey bee toxicity	-	0.8662	86.62%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9904	99.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.18%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.76%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.66%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.14%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.24%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.27%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.22%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	83.04%	92.98%
CHEMBL2535	P11166	Glucose transporter	82.91%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	81.85%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.75%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.53%	96.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.63%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	80.52%	90.20%

Plants that contains it

• Aglaia meridionalis
• Allium ursinum
• Ammi majus
• Arcangelisia gusanlung
• Artemisia schmidtiana
• Brickellia pendula
• Citrus deliciosa
• Cladanthus scariosus
• Cleidion brevipetiolatum
• Copaifera paupera
• Crotalaria spectabilis
• Endosamara racemosa
• Entandrophragma cylindricum
• Escallonia virgata
• Ficus maxima
• Gleichenia polypodioides
• Hesperocyparis nevadensis
• Jacobaea erratica
• Juniperus thurifera
• Lathyrus linifolius
• Leptospermum scoparium
• Magnolia acuminata
• Onoclea struthiopteris
• Ophioglossum vulgatum
• Plectranthus amboinicus
• Plumbago europaea
• Reissantia indica
• Rhodanthe stricta
• Simmondsia chinensis
• Tabebuia rosea
• Tanacetum santolina
• Timonius kaniensis

Cross-Links

• PubChem: 6442915
• NPASS: NPC66501
• LOTUS: LTS0084104
• wikiData: Q105031363