4-[(3R,3'R,4S,6'S,7S)-7-acetyloxy-4-[(2E,4E,6E)-deca-2,4,6-trienoyl]oxy-6',7-dimethyl-6,8-dioxospiro[4H-isochromene-3,2'-oxane]-3'-yl]oxy-4-oxobutanoic acid

Details

• Internal ID: 8d470a87-ecf7-40bd-8dc1-08273f116fbd
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: 4-[(3R,3'R,4S,6'S,7S)-7-acetyloxy-4-[(2E,4E,6E)-deca-2,4,6-trienoyl]oxy-6',7-dimethyl-6,8-dioxospiro[4H-isochromene-3,2'-oxane]-3'-yl]oxy-4-oxobutanoic acid
• SMILES (Canonical): CCCC=CC=CC=CC(=O)OC1C2=CC(=O)C(C(=O)C2=COC13C(CCC(O3)C)OC(=O)CCC(=O)O)(C)OC(=O)C
• SMILES (Isomeric): CCC/C=C/C=C/C=C/C(=O)O[C@H]1C2=CC(=O)[C@](C(=O)C2=CO[C@]13[C@@H](CC[C@@H](O3)C)OC(=O)CCC(=O)O)(C)OC(=O)C
• InChI: InChI=1S/C31H36O12/c1-5-6-7-8-9-10-11-12-26(36)41-29-21-17-23(33)30(4,43-20(3)32)28(38)22(21)18-39-31(29)24(14-13-19(2)42-31)40-27(37)16-15-25(34)35/h7-12,17-19,24,29H,5-6,13-16H2,1-4H3,(H,34,35)/b8-7+,10-9+,12-11+/t19-,24+,29-,30-,31-/m0/s1
• InChI Key: BNUGSCJDRYIKLJ-WNQNIBKLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₆O₁₂
• Molecular Weight: 600.60 g/mol
• Exact Mass: 600.22067658 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.35
• H-Bond Acceptor: 11
• H-Bond Donor: 1
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	-	0.8064	80.64%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7456	74.56%
OATP2B1 inhibitior	-	0.7129	71.29%
OATP1B1 inhibitior	+	0.7493	74.93%
OATP1B3 inhibitior	+	0.8285	82.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9961	99.61%
P-glycoprotein inhibitior	+	0.8936	89.36%
P-glycoprotein substrate	+	0.6280	62.80%
CYP3A4 substrate	+	0.7099	70.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8955	89.55%
CYP3A4 inhibition	-	0.5768	57.68%
CYP2C9 inhibition	-	0.9250	92.50%
CYP2C19 inhibition	-	0.9283	92.83%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	-	0.9398	93.98%
CYP2C8 inhibition	+	0.7459	74.59%
CYP inhibitory promiscuity	-	0.9372	93.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6073	60.73%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9317	93.17%
Skin irritation	+	0.5148	51.48%
Skin corrosion	-	0.9093	90.93%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7263	72.63%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5395	53.95%
skin sensitisation	-	0.8249	82.49%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7859	78.59%
Acute Oral Toxicity (c)	III	0.4669	46.69%
Estrogen receptor binding	+	0.7913	79.13%
Androgen receptor binding	+	0.7231	72.31%
Thyroid receptor binding	+	0.5966	59.66%
Glucocorticoid receptor binding	+	0.8358	83.58%
Aromatase binding	+	0.5575	55.75%
PPAR gamma	+	0.7329	73.29%
Honey bee toxicity	-	0.7632	76.32%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9575	95.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.96%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.22%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.00%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.45%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.20%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.49%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.74%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.09%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	90.01%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.92%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.22%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.00%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	84.86%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.87%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.50%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.45%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.21%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.78%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162973844
• LOTUS: LTS0243739
• wikiData: Q104939028