[(1R,2R,3R,4R,5S,6S)-4-acetyloxy-2,3-dihydroxy-5,6-bis[[(Z)-2-methylbut-2-enoyl]oxy]cyclohexyl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 345722b5-1b59-492b-8b3e-5b73e38af99b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(1R,2R,3R,4R,5S,6S)-4-acetyloxy-2,3-dihydroxy-5,6-bis[[(Z)-2-methylbut-2-enoyl]oxy]cyclohexyl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C23H32O10/c1-8-11(4)21(27)31-18-16(26)15(25)17(30-14(7)24)19(32-22(28)12(5)9-2)20(18)33-23(29)13(6)10-3/h8-10,15-20,25-26H,1-7H3/b11-8-,12-9-,13-10-/t15-,16-,17-,18-,19+,20+/m1/s1
• InChI Key: XEPLPNDOHGTVRI-GWXLIUMUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₁₀
• Molecular Weight: 468.50 g/mol
• Exact Mass: 468.19954721 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9277	92.77%
Caco-2	-	0.6465	64.65%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8477	84.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9235	92.35%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4924	49.24%
P-glycoprotein inhibitior	+	0.6951	69.51%
P-glycoprotein substrate	-	0.9759	97.59%
CYP3A4 substrate	-	0.5467	54.67%
CYP2C9 substrate	-	0.5959	59.59%
CYP2D6 substrate	-	0.8964	89.64%
CYP3A4 inhibition	-	0.9228	92.28%
CYP2C9 inhibition	-	0.8714	87.14%
CYP2C19 inhibition	-	0.8839	88.39%
CYP2D6 inhibition	-	0.8923	89.23%
CYP1A2 inhibition	-	0.9360	93.60%
CYP2C8 inhibition	-	0.9820	98.20%
CYP inhibitory promiscuity	-	0.9395	93.95%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7320	73.20%
Carcinogenicity (trinary)	Non-required	0.5814	58.14%
Eye corrosion	-	0.9542	95.42%
Eye irritation	-	0.7727	77.27%
Skin irritation	-	0.6121	61.21%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.6737	67.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4435	44.35%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.6402	64.02%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.6313	63.13%
Acute Oral Toxicity (c)	IV	0.5651	56.51%
Estrogen receptor binding	+	0.6321	63.21%
Androgen receptor binding	-	0.7336	73.36%
Thyroid receptor binding	+	0.5428	54.28%
Glucocorticoid receptor binding	-	0.5738	57.38%
Aromatase binding	-	0.7203	72.03%
PPAR gamma	-	0.5152	51.52%
Honey bee toxicity	-	0.6395	63.95%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7655	76.55%
Fish aquatic toxicity	+	0.9599	95.99%

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	93.54%	96.09%
CHEMBL2581	P07339	Cathepsin D	82.32%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.94%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	81.65%	91.19%

Plants that contains it

• Vernonia angustifolia

Cross-Links

• PubChem: 162982237
• LOTUS: LTS0143848
• wikiData: Q105326516