Bacopaside Ii

Details

• Internal ID: 614d256d-3542-4dea-817d-5729ebcab52a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5R,6R)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-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)OC9C(C(C(O9)CO)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@H]9[C@@H]([C@H]([C@@H](O9)CO)O)O)C)C)C
• InChI: InChI=1S/C47H76O18/c1-21(2)14-22-18-58-47-19-46(20-59-47)23(38(47)45(22,7)57)8-9-28-43(5)12-11-29(42(3,4)27(43)10-13-44(28,46)6)63-41-37(65-39-34(55)31(52)25(16-49)61-39)36(32(53)26(17-50)62-41)64-40-35(56)33(54)30(51)24(15-48)60-40/h14,22-41,48-57H,8-13,15-20H2,1-7H3/t22-,23-,24-,25+,26-,27+,28-,29+,30-,31+,32-,33+,34-,35-,36+,37-,38+,39+,40+,41+,43+,44-,45+,46+,47-/m1/s1
• InChI Key: WZWPYJOPCULCLQ-UOXCDNDQSA-N
• Popularity: 19 references 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): 276.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): -0.18
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

• 382146-66-9
• BACOPASIDE II(P)
• Bacopaside ii, (-)-
• ZO6L404Y9T
• UNII-ZO6L404Y9T
• Bacopaside II (constituent of bacopa) [DSC]
• 3-O-alpha-L-arabinofuranosyl-(1-2)-(beta-D-glucopyranosyl (1-3))-beta-D-glucopyranosyl pseudo-jujubogenin
• DTXSID201347350
• HY-N6016
• AKOS040760287
• AS-82707
• XB177549
• CS-0032179
• Q27295806

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6915	69.15%
Caco-2	-	0.8891	88.91%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7917	79.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8397	83.97%
OATP1B3 inhibitior	+	0.8498	84.98%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6754	67.54%
P-glycoprotein inhibitior	+	0.7523	75.23%
P-glycoprotein substrate	-	0.5935	59.35%
CYP3A4 substrate	+	0.7416	74.16%
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	+	0.6836	68.36%
CYP inhibitory promiscuity	-	0.8626	86.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5851	58.51%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9062	90.62%
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	+	0.8473	84.73%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.9125	91.25%
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	-	0.7741	77.41%
Acute Oral Toxicity (c)	I	0.4680	46.80%
Estrogen receptor binding	+	0.7655	76.55%
Androgen receptor binding	+	0.7646	76.46%
Thyroid receptor binding	-	0.5625	56.25%
Glucocorticoid receptor binding	+	0.6677	66.77%
Aromatase binding	+	0.6588	65.88%
PPAR gamma	+	0.7555	75.55%
Honey bee toxicity	-	0.5587	55.87%
Biodegradation	-	0.7000	70.00%
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	96.32%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.70%	96.09%
CHEMBL325	Q13547	Histone deacetylase 1	92.48%	95.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.41%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.20%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	88.78%	95.93%
CHEMBL2581	P07339	Cathepsin D	88.56%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.76%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.60%	94.45%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.27%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.18%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.93%	97.25%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.09%	91.24%
CHEMBL1937	Q92769	Histone deacetylase 2	86.04%	94.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.23%	97.14%
CHEMBL237	P41145	Kappa opioid receptor	83.30%	98.10%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.19%	97.28%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.53%	92.94%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.05%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.75%	95.89%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	80.74%	97.47%
CHEMBL5255	O00206	Toll-like receptor 4	80.59%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.57%	92.62%
CHEMBL3589	P55263	Adenosine kinase	80.55%	98.05%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.55%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.18%	89.00%

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: 9876264
• NPASS: NPC274963
• LOTUS: LTS0092447
• wikiData: Q27295806