[(1S,2S,3R,4S,5R,6S)-2,3-diacetyloxy-6-hydroxy-5-[(Z)-2-methylbut-2-enoyl]oxy-4-(2-methylbut-2-enoyloxy)cyclohexyl] 2-methylbut-2-enoate

Details

• Internal ID: 1b4ea773-1885-4282-89c9-6b773226250f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(1S,2S,3R,4S,5R,6S)-2,3-diacetyloxy-6-hydroxy-5-[(Z)-2-methylbut-2-enoyl]oxy-4-(2-methylbut-2-enoyloxy)cyclohexyl] 2-methylbut-2-enoate
• InChI: InChI=1S/C25H34O11/c1-9-12(4)23(29)34-18-17(28)19(35-24(30)13(5)10-2)21(36-25(31)14(6)11-3)22(33-16(8)27)20(18)32-15(7)26/h9-11,17-22,28H,1-8H3/b12-9?,13-10-,14-11?/t17-,18-,19+,20-,21-,22+/m0/s1
• InChI Key: DSYJAAFDCLPHRE-NAZUJLCQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₁₁
• Molecular Weight: 510.50 g/mol
• Exact Mass: 510.21011190 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9719	97.19%
Caco-2	-	0.6303	63.03%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8559	85.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9227	92.27%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7388	73.88%
P-glycoprotein inhibitior	+	0.7970	79.70%
P-glycoprotein substrate	-	0.9768	97.68%
CYP3A4 substrate	-	0.5476	54.76%
CYP2C9 substrate	-	0.5954	59.54%
CYP2D6 substrate	-	0.8999	89.99%
CYP3A4 inhibition	-	0.9193	91.93%
CYP2C9 inhibition	-	0.9537	95.37%
CYP2C19 inhibition	-	0.8843	88.43%
CYP2D6 inhibition	-	0.9010	90.10%
CYP1A2 inhibition	-	0.9491	94.91%
CYP2C8 inhibition	-	0.9815	98.15%
CYP inhibitory promiscuity	-	0.9278	92.78%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6963	69.63%
Carcinogenicity (trinary)	Non-required	0.5733	57.33%
Eye corrosion	-	0.9020	90.20%
Eye irritation	-	0.7808	78.08%
Skin irritation	-	0.5576	55.76%
Skin corrosion	-	0.9689	96.89%
Ames mutagenesis	-	0.6737	67.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3816	38.16%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.5852	58.52%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.7087	70.87%
Acute Oral Toxicity (c)	IV	0.3981	39.81%
Estrogen receptor binding	+	0.6320	63.20%
Androgen receptor binding	-	0.7278	72.78%
Thyroid receptor binding	+	0.5418	54.18%
Glucocorticoid receptor binding	-	0.5194	51.94%
Aromatase binding	-	0.7031	70.31%
PPAR gamma	+	0.5621	56.21%
Honey bee toxicity	-	0.6639	66.39%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7655	76.55%
Fish aquatic toxicity	+	0.9497	94.97%

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	82.32%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.29%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	81.65%	91.19%

Plants that contains it

• Inula cappa

Cross-Links

• PubChem: 162822551
• LOTUS: LTS0148064
• wikiData: Q104988114