[5-Acetyloxy-3-[4-acetyloxy-5-[3,5-dihydroxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl] 5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 9eaec040-adc9-4378-8913-b436c5c0d95b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [5-acetyloxy-3-[4-acetyloxy-5-[3,5-dihydroxy-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl] 5,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(COC(C2O)OC3C(OC(C(C3OC(=O)C)O)OC4C(C(C(OC4OC(=O)C56CCC(CC5C7=CCC8C(C7(CC6O)C)(CCC9C8(CC(C(C9(C)CO)OC1C(C(C(C(O1)C)O)O)O)O)C)C)(C)C)C)OC(=O)C)O)C)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(COC(C2O)OC3C(OC(C(C3OC(=O)C)O)OC4C(C(C(OC4OC(=O)C56CCC(CC5C7=CCC8C(C7(CC6O)C)(CCC9C8(CC(C(C9(C)CO)OC1C(C(C(C(O1)C)O)O)O)O)C)C)(C)C)C)OC(=O)C)O)C)O)O)O)O
• InChI: InChI=1S/C63H100O28/c1-24-37(70)39(72)41(74)53(81-24)88-48-33(68)22-80-52(44(48)77)87-47-27(4)83-55(45(78)49(47)86-29(6)66)89-50-43(76)46(85-28(5)65)26(3)84-56(50)91-57(79)63-18-17-58(7,8)19-31(63)30-13-14-35-59(9)20-32(67)51(90-54-42(75)40(73)38(71)25(2)82-54)60(10,23-64)34(59)15-16-61(35,11)62(30,12)21-36(63)69/h13,24-27,31-56,64,67-78H,14-23H2,1-12H3
• InChI Key: XASUVSONOJGSDL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₁₀₀O₂₈
• Molecular Weight: 1305.40 g/mol
• Exact Mass: 1304.64011253 g/mol
• Topological Polar Surface Area (TPSA): 425.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.41
• H-Bond Acceptor: 28
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8659	86.59%
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	+	0.7349	73.49%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9598	95.98%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.6701	67.01%
CYP3A4 substrate	+	0.7385	73.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
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	+	0.7377	73.77%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8974	89.74%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7426	74.26%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7796	77.96%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6550	65.50%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7249	72.49%
Androgen receptor binding	+	0.7551	75.51%
Thyroid receptor binding	+	0.6987	69.87%
Glucocorticoid receptor binding	+	0.8266	82.66%
Aromatase binding	+	0.6568	65.68%
PPAR gamma	+	0.8403	84.03%
Honey bee toxicity	-	0.6894	68.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5550	55.50%
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	98.77%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	97.19%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.69%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.48%	97.25%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.77%	95.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.90%	96.77%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	90.77%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.60%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.98%	94.45%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	89.03%	91.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.89%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.22%	94.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.92%	81.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.54%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.17%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.07%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.66%	91.07%
CHEMBL5028	O14672	ADAM10	83.50%	97.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.24%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.90%	95.89%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.88%	92.78%
CHEMBL1937	Q92769	Histone deacetylase 2	82.21%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.09%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.00%	94.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.58%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.35%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.20%	95.50%

Plants that contains it

• Bellis perennis

Cross-Links

• PubChem: 75148955
• LOTUS: LTS0220529
• wikiData: Q105324115