(3R,3aR,4R,9aS,9bR)-3,9-dimethyl-4-(2-methylbut-2-enoyloxy)-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-6-carboxylic acid

Details

• Internal ID: fa0762c9-a0b9-43bc-8690-b77d4255c23d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: (3R,3aR,4R,9aS,9bR)-3,9-dimethyl-4-(2-methylbut-2-enoyloxy)-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-6-carboxylic acid
• InChI: InChI=1S/C20H22O7/c1-5-8(2)19(24)26-13-7-11(18(22)23)16-12(21)6-9(3)14(16)17-15(13)10(4)20(25)27-17/h5-6,10,13-15,17H,7H2,1-4H3,(H,22,23)/t10-,13-,14+,15-,17-/m1/s1
• InChI Key: TZTNBBJNIUDTRA-JGZYSILTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₇
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.13655304 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	+	0.6873	68.73%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6910	69.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.9088	90.88%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6146	61.46%
P-glycoprotein inhibitior	-	0.6078	60.78%
P-glycoprotein substrate	-	0.6691	66.91%
CYP3A4 substrate	+	0.5743	57.43%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.9116	91.16%
CYP3A4 inhibition	-	0.7908	79.08%
CYP2C9 inhibition	-	0.8386	83.86%
CYP2C19 inhibition	-	0.8553	85.53%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.6487	64.87%
CYP2C8 inhibition	-	0.7388	73.88%
CYP inhibitory promiscuity	-	0.8893	88.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9568	95.68%
Carcinogenicity (trinary)	Non-required	0.4199	41.99%
Eye corrosion	-	0.9397	93.97%
Eye irritation	-	0.8494	84.94%
Skin irritation	-	0.6425	64.25%
Skin corrosion	-	0.9165	91.65%
Ames mutagenesis	-	0.5382	53.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.3824	38.24%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.6711	67.11%
skin sensitisation	-	0.7651	76.51%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7093	70.93%
Acute Oral Toxicity (c)	II	0.3808	38.08%
Estrogen receptor binding	+	0.7200	72.00%
Androgen receptor binding	+	0.6803	68.03%
Thyroid receptor binding	-	0.5991	59.91%
Glucocorticoid receptor binding	+	0.5559	55.59%
Aromatase binding	-	0.7938	79.38%
PPAR gamma	+	0.6472	64.72%
Honey bee toxicity	-	0.7547	75.47%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8789	87.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.98%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.15%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.35%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.11%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.34%	91.11%
CHEMBL2581	P07339	Cathepsin D	84.95%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.68%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.30%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	81.84%	91.19%

Plants that contains it

• Eupatorium perfoliatum

Cross-Links

• PubChem: 162868336
• LOTUS: LTS0151287
• wikiData: Q105268391