butyl (2S,3S,4R,5R,6R)-6-[[(3R,4aR,6aS,6bS,7S,8R,8aR,9R,10S,12aR,14aS,14bS)-10-[(2E)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-[(2R)-2-methylbutanoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate

Details

• Internal ID: 99d6fa69-b055-4126-951a-39f7449c18c7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: butyl (2S,3S,4R,5R,6R)-6-[[(3R,4aR,6aS,6bS,7S,8R,8aR,9R,10S,12aR,14aS,14bS)-10-[(2E)-3,7-dimethylocta-2,6-dienoyl]oxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-[(2R)-2-methylbutanoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): CCCCOC(=O)C1C(C(C(C(O1)OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(C(C(C6(C5CC(C(C6OC(=O)C(C)CC)OC(=O)C=C(C)CCC=C(C)C)(C)C)CO)O)O)C)C)C)OC7C(C(C(C(O7)CO)O)O)O)O)OC8C(C(C(O8)CO)O)O
• SMILES (Isomeric): CCCCOC(=O)[C@@H]1[C@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2CC[C@@]3([C@H](C2(C)C)CC[C@]4([C@H]3CC=C5[C@]4([C@@H]([C@@H]([C@@]6([C@@H]5CC([C@@H]([C@@H]6OC(=O)[C@H](C)CC)OC(=O)/C=C(\C)/CCC=C(C)C)(C)C)CO)O)O)C)C)C)O[C@@H]7[C@H]([C@H]([C@H]([C@H](O7)CO)O)O)O)O)O[C@@H]8[C@H]([C@@H]([C@H](O8)CO)O)O
• InChI: InChI=1S/C66H106O23/c1-14-16-26-81-57(80)51-49(86-58-46(74)44(72)38(30-68)83-58)48(76)50(87-59-47(75)45(73)43(71)37(29-67)82-59)60(88-51)84-41-23-24-63(11)39(62(41,9)10)22-25-64(12)40(63)21-20-35-36-28-61(7,8)54(85-42(70)27-33(5)19-17-18-32(3)4)55(89-56(79)34(6)15-2)66(36,31-69)53(78)52(77)65(35,64)13/h18,20,27,34,36-41,43-55,58-60,67-69,71-78H,14-17,19,21-26,28-31H2,1-13H3/b33-27+/t34-,36-,37-,38-,39+,40+,41-,43+,44-,45+,46+,47+,48-,49+,50-,51+,52-,53+,54-,55+,58-,59-,60-,63-,64+,65+,66+/m1/s1
• InChI Key: NRJDYTBXPQINHA-SWQVJEASSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₆H₁₀₆O₂₃
• Molecular Weight: 1267.50 g/mol
• Exact Mass: 1266.71248962 g/mol
• Topological Polar Surface Area (TPSA): 357.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 23
• H-Bond Donor: 11
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8864	88.64%
Caco-2	-	0.8615	86.15%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8766	87.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7760	77.60%
OATP1B3 inhibitior	+	0.8071	80.71%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9732	97.32%
P-glycoprotein inhibitior	+	0.7442	74.42%
P-glycoprotein substrate	+	0.7049	70.49%
CYP3A4 substrate	+	0.7555	75.55%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8973	89.73%
CYP3A4 inhibition	-	0.7429	74.29%
CYP2C9 inhibition	-	0.7978	79.78%
CYP2C19 inhibition	-	0.8762	87.62%
CYP2D6 inhibition	-	0.9308	93.08%
CYP1A2 inhibition	-	0.8834	88.34%
CYP2C8 inhibition	+	0.8221	82.21%
CYP inhibitory promiscuity	-	0.8635	86.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4791	47.91%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8970	89.70%
Skin irritation	-	0.5255	52.55%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.6564	65.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7440	74.40%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7657	76.57%
skin sensitisation	-	0.9104	91.04%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4682	46.82%
Acute Oral Toxicity (c)	III	0.7268	72.68%
Estrogen receptor binding	+	0.6399	63.99%
Androgen receptor binding	+	0.7698	76.98%
Thyroid receptor binding	+	0.6876	68.76%
Glucocorticoid receptor binding	+	0.8062	80.62%
Aromatase binding	+	0.6811	68.11%
PPAR gamma	+	0.7995	79.95%
Honey bee toxicity	-	0.6394	63.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6048	60.48%
Fish aquatic toxicity	+	0.9861	98.61%

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	99.44%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.63%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.39%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.30%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	97.83%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.72%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.62%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.42%	93.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	93.58%	91.24%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.73%	97.29%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	90.78%	94.33%
CHEMBL299	P17252	Protein kinase C alpha	90.60%	98.03%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.49%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.26%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	90.22%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.63%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.97%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.96%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.90%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.80%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	86.44%	94.73%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.43%	91.03%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.42%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	85.89%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.63%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.78%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.60%	91.07%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	84.36%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.88%	97.79%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.56%	97.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.49%	82.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.00%	97.14%
CHEMBL4302	P08183	P-glycoprotein 1	82.84%	92.98%
CHEMBL2514	O95665	Neurotensin receptor 2	81.89%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.56%	96.90%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.34%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.24%	90.71%

Plants that contains it

• Symplocos paniculata

Cross-Links

• PubChem: 163084705
• LOTUS: LTS0002682
• wikiData: Q105184586