Bunkankasaponin B

Details

• Internal ID: c31c721e-8a37-4f6e-a198-5da39b09afe2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-8-hydroxy-4,8a-bis(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3-hydroxy-6-methyl-4,5-bis[[(Z)-2-methylbut-2-enoyl]oxy]oxan-2-yl]oxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• InChI: InChI=1S/C60H92O24/c1-13-26(3)50(74)80-43-28(5)76-53(42(71)44(43)81-51(75)27(4)14-2)84-47-48(77-29(6)64)60(25-63)31(21-55(47,7)8)30-15-16-34-56(9)19-18-36(57(10,24-62)33(56)17-20-58(34,11)59(30,12)22-35(60)65)79-54-46(40(69)39(68)45(82-54)49(72)73)83-52-41(70)38(67)37(66)32(23-61)78-52/h13-15,28,31-48,52-54,61-63,65-71H,16-25H2,1-12H3,(H,72,73)/b26-13-,27-14-/t28-,31+,32-,33-,34-,35-,36+,37-,38+,39+,40+,41-,42-,43+,44-,45+,46-,47+,48+,52+,53+,54-,56+,57-,58-,59-,60+/m1/s1
• InChI Key: YWRZZQBSAZIBEQ-LVBDLZJESA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₉₂O₂₄
• Molecular Weight: 1197.40 g/mol
• Exact Mass: 1196.59785380 g/mol
• Topological Polar Surface Area (TPSA): 374.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 23
• H-Bond Donor: 11
• Rotatable Bonds: 15

Synonyms

• RefChem:121910
• (2S,3S,4S,5R,6R)-6-(((3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-8-hydroxy-4,8a-bis(hydroxymethyl)-10-((2S,3R,4R,5S,6R)-3-hydroxy-6-methyl-4,5-bis(((Z)-2-methylbut-2-enoyl)oxy)oxan-2-yl)oxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl)oxy)-3,4-dihydroxy-5-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyoxane-2-carboxylic acid
• (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-8-hydroxy-4,8a-bis(hydroxymethyl)-10-[(2S,3R,4R,5S,6R)-3-hydroxy-6-methyl-4,5-bis[[(Z)-2-methylbut-2-enoyl]oxy]oxan-2-yl]oxy-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• CHEMBL2058435
• DTXSID301349559
• 97380-27-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8624	86.24%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7873	78.73%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9715	97.15%
P-glycoprotein inhibitior	+	0.7448	74.48%
P-glycoprotein substrate	+	0.6116	61.16%
CYP3A4 substrate	+	0.7440	74.40%
CYP2C9 substrate	-	0.7978	79.78%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7951	79.51%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8973	89.73%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6978	69.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7697	76.97%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5675	56.75%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.6691	66.91%
Androgen receptor binding	+	0.7548	75.48%
Thyroid receptor binding	+	0.6967	69.67%
Glucocorticoid receptor binding	+	0.8128	81.28%
Aromatase binding	+	0.6755	67.55%
PPAR gamma	+	0.8329	83.29%
Honey bee toxicity	-	0.6448	64.48%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9585	95.85%

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	98.52%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.03%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.36%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.04%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	91.73%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.80%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.45%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	90.00%	90.17%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	89.29%	91.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.03%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.11%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.94%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.77%	94.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.68%	93.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	85.41%	89.44%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.93%	81.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.17%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.04%	95.50%
CHEMBL5028	O14672	ADAM10	83.43%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.57%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.06%	95.50%
CHEMBL2581	P07339	Cathepsin D	82.03%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.96%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.35%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.19%	93.56%

Plants that contains it

• Xanthoceras sorbifolium

Cross-Links

• PubChem: 70692696
• NPASS: NPC82380
• ChEMBL: CHEMBL2058435
• LOTUS: LTS0028419
• wikiData: Q105367113