Bacopaside N2

Details

• Internal ID: 320178a0-58a6-4f65-8c1c-9b08139629e6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,17R,20R)-16-hydroxy-2,6,6,10,16-pentamethyl-17-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CC1COC23CC4(CO2)C(C3C1(C)O)CCC5C4(CCC6C5(CCC(C6(C)C)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)C
• SMILES (Isomeric): CC(=C[C@@H]1CO[C@]23C[C@]4(CO2)[C@@H]([C@H]3[C@@]1(C)O)CC[C@H]5[C@]4(CC[C@@H]6[C@@]5(CC[C@@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)C)C
• InChI: InChI=1S/C42H68O14/c1-20(2)14-21-17-51-42-18-41(19-52-42)22(34(42)40(21,7)50)8-9-26-38(5)12-11-27(37(3,4)25(38)10-13-39(26,41)6)55-36-32(49)33(29(46)24(16-44)54-36)56-35-31(48)30(47)28(45)23(15-43)53-35/h14,21-36,43-50H,8-13,15-19H2,1-7H3/t21-,22-,23-,24-,25+,26-,27+,28-,29-,30+,31-,32-,33+,34+,35+,36+,38+,39-,40+,41+,42-/m1/s1
• InChI Key: DQBAJFFGCXINLY-ZGAWJQKFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₈O₁₄
• Molecular Weight: 797.00 g/mol
• Exact Mass: 796.46090684 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

• 871706-75-1
• HY-N7966
• AKOS040760288
• CS-0138897
• (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,17R,20R)-16-hydroxy-2,6,6,10,16-pentamethyl-17-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6915	69.15%
Caco-2	-	0.8850	88.50%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7917	79.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8375	83.75%
OATP1B3 inhibitior	+	0.8498	84.98%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5670	56.70%
P-glycoprotein inhibitior	+	0.7571	75.71%
P-glycoprotein substrate	-	0.6020	60.20%
CYP3A4 substrate	+	0.7388	73.88%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.8348	83.48%
CYP3A4 inhibition	-	0.9458	94.58%
CYP2C9 inhibition	-	0.8562	85.62%
CYP2C19 inhibition	-	0.8858	88.58%
CYP2D6 inhibition	-	0.9272	92.72%
CYP1A2 inhibition	-	0.8798	87.98%
CYP2C8 inhibition	+	0.6778	67.78%
CYP inhibitory promiscuity	-	0.8626	86.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9103	91.03%
Skin irritation	-	0.6285	62.85%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8313	83.13%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.9034	90.34%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7790	77.90%
Acute Oral Toxicity (c)	I	0.4680	46.80%
Estrogen receptor binding	+	0.7227	72.27%
Androgen receptor binding	+	0.7638	76.38%
Thyroid receptor binding	-	0.5787	57.87%
Glucocorticoid receptor binding	+	0.6279	62.79%
Aromatase binding	+	0.6527	65.27%
PPAR gamma	+	0.7301	73.01%
Honey bee toxicity	-	0.5700	57.00%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9531	95.31%

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	97.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.67%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.29%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.41%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	89.18%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.94%	94.45%
CHEMBL325	Q13547	Histone deacetylase 1	88.77%	95.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.77%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.76%	95.89%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.27%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.16%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.77%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.67%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	85.66%	94.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.14%	91.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.51%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.26%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.72%	86.33%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.69%	97.47%
CHEMBL3524	P56524	Histone deacetylase 4	82.36%	92.97%
CHEMBL237	P41145	Kappa opioid receptor	81.72%	98.10%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.53%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.75%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.73%	89.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.66%	97.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.55%	100.00%

Plants that contains it

• Aglaia elliptica
• Bacopa monnieri
• Catananche caerulea
• Cirsium wallichii
• Corydalis calliantha
• Fritillaria cirrhosa
• Phebalium whitei
• Quassia indica
• Rosa agrestis
• Rumex nepalensis
• Salvia urolepis
• Strychnos lucida
• Vitis betulifolia

Cross-Links

• PubChem: 21574494
• NPASS: NPC312334
• LOTUS: LTS0132386
• wikiData: Q104986828