(2E,4Z,6E)-7-[3-hydroxy-2-(2,4,5-trihydroxyphenyl)cyclohex-2-en-1-yl]-4-methoxy-6-methylhepta-2,4,6-trienoic acid

Details

• Internal ID: c87e165a-7ff8-4be7-a1f0-345108ac69e4
• Taxonomy: Benzenoids > Phenols > Benzenetriols and derivatives > Hydroxyquinols and derivatives
• IUPAC Name: (2E,4Z,6E)-7-[3-hydroxy-2-(2,4,5-trihydroxyphenyl)cyclohex-2-en-1-yl]-4-methoxy-6-methylhepta-2,4,6-trienoic acid
• InChI: InChI=1S/C21H24O7/c1-12(9-14(28-2)6-7-20(26)27)8-13-4-3-5-16(22)21(13)15-10-18(24)19(25)11-17(15)23/h6-11,13,22-25H,3-5H2,1-2H3,(H,26,27)/b7-6+,12-8+,14-9-
• InChI Key: FMIWXSPMLUIMQU-PINZUCEXSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₇
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.15220310 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9398	93.98%
Caco-2	-	0.7563	75.63%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8304	83.04%
OATP2B1 inhibitior	-	0.5661	56.61%
OATP1B1 inhibitior	+	0.9166	91.66%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8338	83.38%
BSEP inhibitior	+	0.9254	92.54%
P-glycoprotein inhibitior	-	0.5295	52.95%
P-glycoprotein substrate	-	0.5916	59.16%
CYP3A4 substrate	+	0.5989	59.89%
CYP2C9 substrate	-	0.5824	58.24%
CYP2D6 substrate	-	0.8747	87.47%
CYP3A4 inhibition	-	0.9014	90.14%
CYP2C9 inhibition	-	0.6670	66.70%
CYP2C19 inhibition	-	0.6601	66.01%
CYP2D6 inhibition	-	0.8825	88.25%
CYP1A2 inhibition	-	0.5098	50.98%
CYP2C8 inhibition	+	0.5753	57.53%
CYP inhibitory promiscuity	-	0.8007	80.07%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.6858	68.58%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.8675	86.75%
Skin irritation	-	0.7182	71.82%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7642	76.42%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5322	53.22%
skin sensitisation	-	0.7128	71.28%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7420	74.20%
Acute Oral Toxicity (c)	III	0.4271	42.71%
Estrogen receptor binding	+	0.9184	91.84%
Androgen receptor binding	+	0.6756	67.56%
Thyroid receptor binding	+	0.6646	66.46%
Glucocorticoid receptor binding	+	0.8011	80.11%
Aromatase binding	+	0.6354	63.54%
PPAR gamma	+	0.7095	70.95%
Honey bee toxicity	-	0.8642	86.42%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9734	97.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.23%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.46%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.56%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.20%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.12%	93.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.09%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.70%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.89%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.66%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	85.06%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.24%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.91%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.60%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135024926
• LOTUS: LTS0159651
• wikiData: Q104997875