Centauroside

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	56dcec1f-22bf-4c5e-ac72-f63920287c07
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name	methyl (2S,3R,4S)-3-ethenyl-4-[(Z)-3-[(2S,3R,4S)-3-ethenyl-5-methoxycarbonyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-4-yl]-4-oxobut-2-enyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylate
SMILES (Canonical)	COC(=O)C1=COC(C(C1CC=C(C=O)C2C(C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)C=C)C=C)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric)	COC(=O)C1=CO[C@H]([C@@H]([C@@H]1C/C=C(\C=O)/[C@@H]2[C@H]([C@@H](OC=C2C(=O)OC)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C=C)C=C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
InChI	InChI=1S/C34H46O19/c1-5-15-17(18(29(44)46-3)12-48-31(15)52-33-27(42)25(40)23(38)20(10-36)50-33)8-7-14(9-35)22-16(6-2)32(49-13-19(22)30(45)47-4)53-34-28(43)26(41)24(39)21(11-37)51-34/h5-7,9,12-13,15-17,20-28,31-34,36-43H,1-2,8,10-11H2,3-4H3/b14-7+/t15-,16-,17+,20-,21-,22-,23-,24-,25+,26+,27-,28-,31+,32+,33+,34+/m1/s1
InChI Key	MWLKXILGJPSPKZ-OLZSXIBVSA-N
Popularity	0 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₃₄H₄₆O₁₉
Molecular Weight	758.70 g/mol
Exact Mass	758.26332923 g/mol
Topological Polar Surface Area (TPSA)	287.00 Å²
XlogP	-2.10
Atomic LogP (AlogP)	-3.20
H-Bond Acceptor	19
H-Bond Donor	8
Rotatable Bonds	14

Synonyms

Top

C34H46O19

C34-H46-O19

82474-97-3

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8686	86.86%
Caco-2	-	0.8794	87.94%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7465	74.65%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.7836	78.36%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6492	64.92%
P-glycoprotein inhibitior	+	0.6780	67.80%
P-glycoprotein substrate	-	0.6668	66.68%
CYP3A4 substrate	+	0.6662	66.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.8677	86.77%
CYP2C9 inhibition	-	0.8951	89.51%
CYP2C19 inhibition	-	0.8543	85.43%
CYP2D6 inhibition	-	0.9226	92.26%
CYP1A2 inhibition	-	0.9417	94.17%
CYP2C8 inhibition	+	0.5182	51.82%
CYP inhibitory promiscuity	-	0.8948	89.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7388	73.88%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.9075	90.75%
Skin irritation	-	0.8155	81.55%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7264	72.64%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8499	84.99%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.6399	63.99%
Acute Oral Toxicity (c)	III	0.5664	56.64%
Estrogen receptor binding	+	0.7664	76.64%
Androgen receptor binding	+	0.6758	67.58%
Thyroid receptor binding	+	0.5453	54.53%
Glucocorticoid receptor binding	+	0.5887	58.87%
Aromatase binding	+	0.5339	53.39%
PPAR gamma	+	0.7042	70.42%
Honey bee toxicity	-	0.7081	70.81%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.3724	37.24%

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.29%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.51%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	88.76%	94.73%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.73%	91.24%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.92%	96.00%
CHEMBL5028	O14672	ADAM10	85.25%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.52%	99.17%
CHEMBL4208	P20618	Proteasome component C5	82.56%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.85%	86.33%

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.