[(1S,2S,3R,4S,5S,6R)-2,3,6-trihydroxy-4-(2-methylbut-2-enoyloxy)-5-[(Z)-2-methylbut-2-enoyl]oxycyclohexyl] 2-methylbut-2-enoate

Details

• Internal ID: a4a85573-6217-4075-afd6-15c7002a92ff
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [(1S,2S,3R,4S,5S,6R)-2,3,6-trihydroxy-4-(2-methylbut-2-enoyloxy)-5-[(Z)-2-methylbut-2-enoyl]oxycyclohexyl] 2-methylbut-2-enoate
• InChI: InChI=1S/C21H30O9/c1-7-10(4)19(25)28-16-13(22)14(23)17(29-20(26)11(5)8-2)18(15(16)24)30-21(27)12(6)9-3/h7-9,13-18,22-24H,1-6H3/b10-7?,11-8?,12-9-/t13-,14+,15+,16-,17-,18-/m0/s1
• InChI Key: GQKXMYMGKNYWJQ-MXXGJZLJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₉
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.18898253 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.72
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8393	83.93%
Caco-2	-	0.7143	71.43%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7985	79.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9316	93.16%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6338	63.38%
P-glycoprotein inhibitior	+	0.5943	59.43%
P-glycoprotein substrate	-	0.9729	97.29%
CYP3A4 substrate	-	0.5778	57.78%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8796	87.96%
CYP3A4 inhibition	-	0.9016	90.16%
CYP2C9 inhibition	-	0.7973	79.73%
CYP2C19 inhibition	-	0.8806	88.06%
CYP2D6 inhibition	-	0.9024	90.24%
CYP1A2 inhibition	-	0.9323	93.23%
CYP2C8 inhibition	-	0.9846	98.46%
CYP inhibitory promiscuity	-	0.9144	91.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7720	77.20%
Carcinogenicity (trinary)	Non-required	0.5894	58.94%
Eye corrosion	-	0.9754	97.54%
Eye irritation	-	0.7618	76.18%
Skin irritation	-	0.6253	62.53%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.7037	70.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4057	40.57%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.6485	64.85%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6782	67.82%
Acute Oral Toxicity (c)	IV	0.5510	55.10%
Estrogen receptor binding	+	0.5398	53.98%
Androgen receptor binding	-	0.7909	79.09%
Thyroid receptor binding	+	0.5643	56.43%
Glucocorticoid receptor binding	-	0.5692	56.92%
Aromatase binding	-	0.7632	76.32%
PPAR gamma	-	0.5709	57.09%
Honey bee toxicity	-	0.6619	66.19%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7855	78.55%
Fish aquatic toxicity	+	0.9493	94.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.53%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.12%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	82.00%	91.19%
CHEMBL2581	P07339	Cathepsin D	80.22%	98.95%

Plants that contains it

• Inula cappa

Cross-Links

• PubChem: 162945253
• LOTUS: LTS0156979
• wikiData: Q105015444