(1R,2S,3S,5S,8R,11R,12R)-5-(furan-3-yl)-3,11-dimethyl-12-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,14-dioxatetracyclo[10.2.2.02,11.03,8]hexadec-15-ene-7,13-dione

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	c22c6452-b00f-4b38-b83d-caac6cc7030b
Taxonomy	Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name	(1R,2S,3S,5S,8R,11R,12R)-5-(furan-3-yl)-3,11-dimethyl-12-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6,14-dioxatetracyclo[10.2.2.02,11.03,8]hexadec-15-ene-7,13-dione
SMILES (Canonical)	CC12CCC3C(=O)OC(CC3(C1C4C=CC2(C(=O)O4)OC5C(C(C(C(O5)CO)O)O)O)C)C6=COC=C6
SMILES (Isomeric)	C[C@@]12CC[C@H]3C(=O)O[C@@H](C[C@]3([C@@H]1[C@H]4C=C[C@@]2(C(=O)O4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C6=COC=C6
InChI	InChI=1S/C26H32O11/c1-24-9-15(12-5-8-33-11-12)34-21(31)13(24)3-6-25(2)20(24)14-4-7-26(25,23(32)36-14)37-22-19(30)18(29)17(28)16(10-27)35-22/h4-5,7-8,11,13-20,22,27-30H,3,6,9-10H2,1-2H3/t13-,14+,15-,16+,17+,18-,19+,20-,22-,24+,25+,26-/m0/s1
InChI Key	ZHUNNEPKAYTEID-SURRXFLDSA-N
Popularity	0 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₂₆H₃₂O₁₁
Molecular Weight	520.50 g/mol
Exact Mass	520.19446183 g/mol
Topological Polar Surface Area (TPSA)	165.00 Å²
XlogP	0.60
Atomic LogP (AlogP)	0.36
H-Bond Acceptor	11
H-Bond Donor	4
Rotatable Bonds	4

Synonyms

Top

There are no found synonyms.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7814	78.14%
Caco-2	-	0.8448	84.48%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8543	85.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7354	73.54%
OATP1B3 inhibitior	+	0.9116	91.16%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8037	80.37%
BSEP inhibitior	-	0.4840	48.40%
P-glycoprotein inhibitior	-	0.4702	47.02%
P-glycoprotein substrate	-	0.6211	62.11%
CYP3A4 substrate	+	0.6971	69.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8689	86.89%
CYP3A4 inhibition	-	0.7512	75.12%
CYP2C9 inhibition	-	0.9042	90.42%
CYP2C19 inhibition	-	0.9212	92.12%
CYP2D6 inhibition	-	0.9465	94.65%
CYP1A2 inhibition	-	0.8960	89.60%
CYP2C8 inhibition	+	0.4806	48.06%
CYP inhibitory promiscuity	-	0.8517	85.17%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6308	63.08%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9503	95.03%
Skin irritation	-	0.6663	66.63%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8500	85.00%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9323	93.23%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8059	80.59%
Acute Oral Toxicity (c)	I	0.7321	73.21%
Estrogen receptor binding	+	0.7864	78.64%
Androgen receptor binding	+	0.7092	70.92%
Thyroid receptor binding	+	0.5371	53.71%
Glucocorticoid receptor binding	+	0.6634	66.34%
Aromatase binding	+	0.5814	58.14%
PPAR gamma	+	0.6223	62.23%
Honey bee toxicity	-	0.7821	78.21%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9889	98.89%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.38%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.06%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.65%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.90%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.35%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.10%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.96%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	90.41%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.97%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.82%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.07%	85.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.59%	95.83%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.21%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.29%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.65%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.03%	92.62%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.93%	86.92%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.95%	95.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.11%	94.33%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.