2,4-Dihydroxy-3-[3-(11-hydroxy-5-methyl-9-methylidene-4-oxo-5-tricyclo[6.2.2.01,6]dodec-2-enyl)propanoylamino]benzoic acid

Details

• Internal ID: 964354b8-ea65-4d17-b1f5-741969f67836
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: 2,4-dihydroxy-3-[3-(11-hydroxy-5-methyl-9-methylidene-4-oxo-5-tricyclo[6.2.2.01,6]dodec-2-enyl)propanoylamino]benzoic acid
• SMILES (Canonical): CC1(C2CC3CC(C2(CC3=C)C=CC1=O)O)CCC(=O)NC4=C(C=CC(=C4O)C(=O)O)O
• SMILES (Isomeric): CC1(C2CC3CC(C2(CC3=C)C=CC1=O)O)CCC(=O)NC4=C(C=CC(=C4O)C(=O)O)O
• InChI: InChI=1S/C24H27NO7/c1-12-11-24-8-5-17(27)23(2,16(24)9-13(12)10-18(24)28)7-6-19(29)25-20-15(26)4-3-14(21(20)30)22(31)32/h3-5,8,13,16,18,26,28,30H,1,6-7,9-11H2,2H3,(H,25,29)(H,31,32)
• InChI Key: KCPPASJQWABQQM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₇NO₇
• Molecular Weight: 441.50 g/mol
• Exact Mass: 441.17875220 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9389	93.89%
Caco-2	-	0.8368	83.68%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6083	60.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8622	86.22%
OATP1B3 inhibitior	+	0.9159	91.59%
MATE1 inhibitior	-	0.9046	90.46%
OCT2 inhibitior	-	0.8410	84.10%
BSEP inhibitior	+	0.5602	56.02%
P-glycoprotein inhibitior	-	0.6171	61.71%
P-glycoprotein substrate	+	0.6385	63.85%
CYP3A4 substrate	+	0.6537	65.37%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8752	87.52%
CYP3A4 inhibition	-	0.8967	89.67%
CYP2C9 inhibition	-	0.7557	75.57%
CYP2C19 inhibition	-	0.6603	66.03%
CYP2D6 inhibition	-	0.8928	89.28%
CYP1A2 inhibition	-	0.7250	72.50%
CYP2C8 inhibition	+	0.5453	54.53%
CYP inhibitory promiscuity	-	0.6830	68.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9011	90.11%
Carcinogenicity (trinary)	Non-required	0.6165	61.65%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9490	94.90%
Skin irritation	-	0.7446	74.46%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6882	68.82%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8427	84.27%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7129	71.29%
Acute Oral Toxicity (c)	III	0.6152	61.52%
Estrogen receptor binding	+	0.7857	78.57%
Androgen receptor binding	+	0.7166	71.66%
Thyroid receptor binding	-	0.5176	51.76%
Glucocorticoid receptor binding	+	0.7767	77.67%
Aromatase binding	+	0.6617	66.17%
PPAR gamma	+	0.6753	67.53%
Honey bee toxicity	-	0.8433	84.33%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.47%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.87%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.00%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	88.24%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.97%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.60%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.32%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.31%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.06%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 56680937
• LOTUS: LTS0113385
• wikiData: Q104170152