6-[[8a-[3-[5-[4-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-2,5,8-trihydroxy-4-(hydroxymethyl)-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]-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 4f7db1ba-f683-41b4-a727-4a919175b5e5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 6-[[8a-[3-[5-[4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-2,5,8-trihydroxy-4-(hydroxymethyl)-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]-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C7(CC(C(C(C7C(CC6(C5(CC4O)C)C)O)(C)CO)OC8C(C(C(C(O8)C(=O)O)O)O)O)O)C)(C)C)O)O)O)O)OC9C(C(C(CO9)O)OC1C(C(CO1)(CO)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C7(CC(C(C(C7C(CC6(C5(CC4O)C)C)O)(C)CO)OC8C(C(C(C(O8)C(=O)O)O)O)O)O)C)(C)C)O)O)O)O)OC9C(C(C(CO9)O)OC1C(C(CO1)(CO)O)O)O
• InChI: InChI=1S/C57H90O29/c1-21-37(81-45-36(71)38(27(63)17-77-45)82-49-42(72)56(76,19-59)20-79-49)33(68)35(70)46(80-21)84-40-30(65)26(62)16-78-48(40)86-50(75)57-11-10-51(2,3)12-23(57)22-8-9-28-52(4)13-25(61)43(85-47-34(69)31(66)32(67)39(83-47)44(73)74)53(5,18-58)41(52)24(60)14-55(28,7)54(22,6)15-29(57)64/h8,21,23-43,45-49,58-72,76H,9-20H2,1-7H3,(H,73,74)
• InChI Key: BURVLOHDYXSEEN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₀O₂₉
• Molecular Weight: 1239.30 g/mol
• Exact Mass: 1238.55677683 g/mol
• Topological Polar Surface Area (TPSA): 470.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -5.29
• H-Bond Acceptor: 28
• H-Bond Donor: 17
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8427	84.27%
Caco-2	-	0.8706	87.06%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7721	77.21%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9575	95.75%
P-glycoprotein inhibitior	+	0.7439	74.39%
P-glycoprotein substrate	+	0.7076	70.76%
CYP3A4 substrate	+	0.7376	73.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8811	88.11%
CYP3A4 inhibition	-	0.8187	81.87%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	-	0.9259	92.59%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.9133	91.33%
CYP2C8 inhibition	+	0.8001	80.01%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8982	89.82%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7769	77.69%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6944	69.44%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7501	75.01%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.7564	75.64%
Androgen receptor binding	+	0.7541	75.41%
Thyroid receptor binding	+	0.6479	64.79%
Glucocorticoid receptor binding	+	0.7933	79.33%
Aromatase binding	+	0.6587	65.87%
PPAR gamma	+	0.8255	82.55%
Honey bee toxicity	-	0.6592	65.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9692	96.92%

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	98.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.36%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.42%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.37%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.36%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.05%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.32%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.26%	95.93%
CHEMBL2581	P07339	Cathepsin D	87.02%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.71%	86.92%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.66%	91.07%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	84.63%	87.67%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.61%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.05%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.56%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	82.60%	90.17%
CHEMBL4302	P08183	P-glycoprotein 1	82.41%	92.98%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.96%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	81.73%	94.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.67%	94.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.51%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.40%	97.25%

Plants that contains it

• Diploknema butyracea

Cross-Links

• PubChem: 163103590
• LOTUS: LTS0222218
• wikiData: Q104946287