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

Details

• Internal ID: 9b248a22-cd7c-42b4-a0dc-266d43f6ae21
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(1R,2S,3S,4R,5R,6R)-3,4-diacetyloxy-2,5-dihydroxy-6-[(Z)-2-methylbut-2-enoyl]oxycyclohexyl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H28O10/c1-7-9(3)19(25)29-17-13(23)15(27-11(5)21)16(28-12(6)22)14(24)18(17)30-20(26)10(4)8-2/h7-8,13-18,23-24H,1-6H3/b9-7-,10-8-/t13-,14+,15-,16+,17-,18-/m1/s1
• InChI Key: CJDMHVAFQYAJMP-NRYRWZLYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₁₀
• Molecular Weight: 428.40 g/mol
• Exact Mass: 428.16824709 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9563	95.63%
Caco-2	-	0.6361	63.61%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8463	84.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9247	92.47%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5985	59.85%
P-glycoprotein inhibitior	+	0.6628	66.28%
P-glycoprotein substrate	-	0.9752	97.52%
CYP3A4 substrate	-	0.5618	56.18%
CYP2C9 substrate	-	0.5954	59.54%
CYP2D6 substrate	-	0.8999	89.99%
CYP3A4 inhibition	-	0.9338	93.38%
CYP2C9 inhibition	-	0.8957	89.57%
CYP2C19 inhibition	-	0.8504	85.04%
CYP2D6 inhibition	-	0.8762	87.62%
CYP1A2 inhibition	-	0.9424	94.24%
CYP2C8 inhibition	-	0.9845	98.45%
CYP inhibitory promiscuity	-	0.9084	90.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6963	69.63%
Carcinogenicity (trinary)	Non-required	0.5537	55.37%
Eye corrosion	-	0.9303	93.03%
Eye irritation	-	0.7484	74.84%
Skin irritation	-	0.5888	58.88%
Skin corrosion	-	0.9592	95.92%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4781	47.81%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6106	61.06%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.7137	71.37%
Acute Oral Toxicity (c)	IV	0.4910	49.10%
Estrogen receptor binding	+	0.5862	58.62%
Androgen receptor binding	-	0.7223	72.23%
Thyroid receptor binding	+	0.5170	51.70%
Glucocorticoid receptor binding	-	0.5893	58.93%
Aromatase binding	-	0.6795	67.95%
PPAR gamma	-	0.5835	58.35%
Honey bee toxicity	-	0.6598	65.98%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7655	76.55%
Fish aquatic toxicity	+	0.9528	95.28%

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	93.94%	96.09%
CHEMBL2581	P07339	Cathepsin D	82.34%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.05%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	81.65%	91.19%

Plants that contains it

• Vernonia angustifolia

Cross-Links

• PubChem: 162898891
• LOTUS: LTS0174627
• wikiData: Q104960895