Bacopaside V

Details

• Internal ID: c8335df4-709b-4550-bf32-935395edcf7f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-3,5-dihydroxy-2-[[(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(CO7)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](CO7)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/C41H66O13/c1-20(2)14-21-16-50-41-18-40(19-51-41)22(33(41)39(21,7)48)8-9-26-37(5)12-11-27(36(3,4)25(37)10-13-38(26,40)6)53-34-31(47)32(23(43)17-49-34)54-35-30(46)29(45)28(44)24(15-42)52-35/h14,21-35,42-48H,8-13,15-19H2,1-7H3/t21-,22-,23+,24-,25+,26-,27+,28-,29+,30-,31-,32+,33+,34+,35+,37+,38-,39+,40+,41-/m1/s1
• InChI Key: RJDSARTZFIBDAR-HYXREVLBSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₆O₁₃
• Molecular Weight: 767.00 g/mol
• Exact Mass: 766.45034216 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

• 620592-16-7
• HY-N4295
• AKOS037515035
• CS-0032660
• E88741
• (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-3,5-dihydroxy-2-[[(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	+	0.7395	73.95%
Caco-2	-	0.8832	88.32%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7487	74.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8118	81.18%
OATP1B3 inhibitior	+	0.8885	88.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5291	52.91%
P-glycoprotein inhibitior	+	0.7577	75.77%
P-glycoprotein substrate	-	0.5285	52.85%
CYP3A4 substrate	+	0.7471	74.71%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.8348	83.48%
CYP3A4 inhibition	-	0.9226	92.26%
CYP2C9 inhibition	-	0.8642	86.42%
CYP2C19 inhibition	-	0.9010	90.10%
CYP2D6 inhibition	-	0.9274	92.74%
CYP1A2 inhibition	-	0.9012	90.12%
CYP2C8 inhibition	+	0.6925	69.25%
CYP inhibitory promiscuity	-	0.9197	91.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5717	57.17%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9113	91.13%
Skin irritation	-	0.5769	57.69%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8084	80.84%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.8994	89.94%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8645	86.45%
Acute Oral Toxicity (c)	I	0.6698	66.98%
Estrogen receptor binding	+	0.7236	72.36%
Androgen receptor binding	+	0.7486	74.86%
Thyroid receptor binding	-	0.5829	58.29%
Glucocorticoid receptor binding	+	0.6340	63.40%
Aromatase binding	+	0.6578	65.78%
PPAR gamma	+	0.7216	72.16%
Honey bee toxicity	-	0.5669	56.69%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9306	93.06%

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	96.92%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.18%	96.09%
CHEMBL325	Q13547	Histone deacetylase 1	94.41%	95.92%
CHEMBL226	P30542	Adenosine A1 receptor	93.42%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.61%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.26%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	89.79%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.46%	97.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	88.88%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.07%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.91%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.79%	94.45%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.20%	97.28%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.57%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.55%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.58%	91.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.43%	97.14%
CHEMBL3589	P55263	Adenosine kinase	84.27%	98.05%
CHEMBL3524	P56524	Histone deacetylase 4	83.30%	92.97%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.63%	96.61%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.03%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.29%	89.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.85%	98.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.35%	100.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.08%	97.53%
CHEMBL237	P41145	Kappa opioid receptor	80.04%	98.10%

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: 11072737
• NPASS: NPC168606
• LOTUS: LTS0060224
• wikiData: Q105237403