Catunaroside A

Details

• Internal ID: 22b0cf00-9617-4e52-b3c7-f9cef9bb7c8c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-1-hydroxy-10-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)CO)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(CO8)O)O)O)C)C)C2C1O)C)C(=O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4[C@@H](C(CC5)(C)C)O)C(=O)O)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O
• InChI: InChI=1S/C47H76O18/c1-42(2)14-16-47(41(58)59)17-15-45(6)21(28(47)37(42)57)8-9-26-44(5)12-11-27(43(3,4)25(44)10-13-46(26,45)7)63-40-36(65-38-33(55)29(51)22(50)20-60-38)35(31(53)24(19-49)62-40)64-39-34(56)32(54)30(52)23(18-48)61-39/h8,22-40,48-57H,9-20H2,1-7H3,(H,58,59)/t22-,23-,24-,25+,26-,27+,28-,29+,30-,31-,32+,33-,34-,35+,36-,37+,38+,39+,40+,44+,45-,46-,47+/m1/s1
• InChI Key: HALDNJNIWPAVRZ-CXGQETIFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₈
• Molecular Weight: 929.10 g/mol
• Exact Mass: 928.50316557 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.32
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

• CHEMBL2272412

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8910	89.10%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	0.8804	88.04%
OATP1B1 inhibitior	+	0.7481	74.81%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.5700	57.00%
P-glycoprotein inhibitior	+	0.7559	75.59%
P-glycoprotein substrate	-	0.7167	71.67%
CYP3A4 substrate	+	0.7279	72.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.6988	69.88%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9064	90.64%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6650	66.50%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8059	80.59%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.7892	78.92%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.7844	78.44%
Androgen receptor binding	+	0.7358	73.58%
Thyroid receptor binding	-	0.6179	61.79%
Glucocorticoid receptor binding	+	0.6379	63.79%
Aromatase binding	+	0.6311	63.11%
PPAR gamma	+	0.7696	76.96%
Honey bee toxicity	-	0.7093	70.93%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9411	94.11%

Targets

Proven Targets:

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	97.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.26%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.45%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.24%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.23%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	86.43%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.49%	96.77%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.99%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.85%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.42%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.40%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.31%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.29%	99.17%

Plants that contains it

• Catunaregam spinosa

Cross-Links

• PubChem: 56595355
• NPASS: NPC129537