2-Benzyl-4,5,7-trihydroxy-6-methylhept-2-enoic acid

Details

• Internal ID: e3c65437-a891-4879-944b-cb0c75c00709
• Taxonomy: Phenylpropanoids and polyketides > Phenylpropanoic acids
• IUPAC Name: 2-benzyl-4,5,7-trihydroxy-6-methylhept-2-enoic acid
• SMILES (Canonical): CC(CO)C(C(C=C(CC1=CC=CC=C1)C(=O)O)O)O
• SMILES (Isomeric): CC(CO)C(C(C=C(CC1=CC=CC=C1)C(=O)O)O)O
• InChI: InChI=1S/C15H20O5/c1-10(9-16)14(18)13(17)8-12(15(19)20)7-11-5-3-2-4-6-11/h2-6,8,10,13-14,16-18H,7,9H2,1H3,(H,19,20)
• InChI Key: MQACDUIIGJPLQZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.59
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7947	79.47%
Caco-2	-	0.7909	79.09%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7538	75.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9115	91.15%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9088	90.88%
BSEP inhibitior	-	0.9089	90.89%
P-glycoprotein inhibitior	-	0.9698	96.98%
P-glycoprotein substrate	-	0.8963	89.63%
CYP3A4 substrate	-	0.6052	60.52%
CYP2C9 substrate	+	0.6186	61.86%
CYP2D6 substrate	-	0.8933	89.33%
CYP3A4 inhibition	-	0.9013	90.13%
CYP2C9 inhibition	-	0.5864	58.64%
CYP2C19 inhibition	-	0.8682	86.82%
CYP2D6 inhibition	-	0.8818	88.18%
CYP1A2 inhibition	-	0.7178	71.78%
CYP2C8 inhibition	-	0.9080	90.80%
CYP inhibitory promiscuity	-	0.7888	78.88%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8123	81.23%
Carcinogenicity (trinary)	Non-required	0.7555	75.55%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.8251	82.51%
Skin irritation	-	0.7388	73.88%
Skin corrosion	-	0.9693	96.93%
Ames mutagenesis	-	0.7237	72.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7030	70.30%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6196	61.96%
skin sensitisation	-	0.6948	69.48%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7011	70.11%
Acute Oral Toxicity (c)	III	0.4812	48.12%
Estrogen receptor binding	-	0.6366	63.66%
Androgen receptor binding	-	0.5339	53.39%
Thyroid receptor binding	-	0.5416	54.16%
Glucocorticoid receptor binding	+	0.5575	55.75%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5710	57.10%
Honey bee toxicity	-	0.9618	96.18%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9440	94.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.29%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.29%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.11%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.97%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.82%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.39%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.89%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.21%	94.62%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.97%	100.00%
CHEMBL4208	P20618	Proteasome component C5	82.66%	90.00%

Plants that contains it

• Drypetes gossweileri

Cross-Links

• PubChem: 162859696
• LOTUS: LTS0112673
• wikiData: Q105169850