8a-[4,5-Diacetyloxy-3-[4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxycarbonyl-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid

Details

• Internal ID: 9892c081-ec78-4253-bc01-a270a949f072
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 8a-[4,5-diacetyloxy-3-[4-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxycarbonyl-2-hydroxy-6b-(hydroxymethyl)-4,6a,11,11,14b-pentamethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4)CO)(CCC7C6(CC(C(C7(C)C(=O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)(C)C)C)OC(=O)C)OC(=O)C)O)OC9C(C(CO9)(CO)O)O)OC1C(C(C(CO1)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4)CO)(CCC7C6(CC(C(C7(C)C(=O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)(C)C)C)OC(=O)C)OC(=O)C)O)OC9C(C(CO9)(CO)O)O)OC1C(C(C(CO1)O)O)O
• InChI: InChI=1S/C62H96O30/c1-25-42(88-49-39(73)36(70)32(69)21-81-49)44(89-53-47(76)62(80,23-65)24-82-53)41(75)51(83-25)90-46-45(86-28(4)67)43(85-27(3)66)26(2)84-52(46)92-55(79)60-15-14-56(5,6)18-30(60)29-10-11-34-57(7)19-31(68)48(91-50-40(74)38(72)37(71)33(20-63)87-50)59(9,54(77)78)35(57)12-13-58(34,8)61(29,22-64)17-16-60/h10,25-26,30-53,63-65,68-76,80H,11-24H2,1-9H3,(H,77,78)
• InChI Key: OQKQXFLJVCRTAE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₂H₉₆O₃₀
• Molecular Weight: 1321.40 g/mol
• Exact Mass: 1320.59864164 g/mol
• Topological Polar Surface Area (TPSA): 462.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.73
• H-Bond Acceptor: 29
• H-Bond Donor: 14
• Rotatable Bonds: 16

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	-	0.8629	86.29%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7841	78.41%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9615	96.15%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	+	0.6907	69.07%
CYP3A4 substrate	+	0.7421	74.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8839	88.39%
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	+	0.7742	77.42%
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	-	0.8971	89.71%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7600	76.00%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7209	72.09%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.5752	57.52%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.6679	66.79%
Androgen receptor binding	+	0.7610	76.10%
Thyroid receptor binding	+	0.6972	69.72%
Glucocorticoid receptor binding	+	0.8107	81.07%
Aromatase binding	+	0.6765	67.65%
PPAR gamma	+	0.8255	82.55%
Honey bee toxicity	-	0.6522	65.22%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
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	99.30%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.29%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.99%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.60%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.67%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.80%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.70%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.69%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.45%	86.92%
CHEMBL2581	P07339	Cathepsin D	90.15%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.84%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	87.19%	95.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.90%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.86%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	85.84%	92.98%
CHEMBL340	P08684	Cytochrome P450 3A4	85.22%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.18%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.12%	99.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.02%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.00%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	83.10%	90.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.82%	91.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.65%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.30%	91.07%
CHEMBL5028	O14672	ADAM10	81.24%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.22%	95.89%

Plants that contains it

• Carpolobia lutea

Cross-Links

• PubChem: 73156689
• LOTUS: LTS0103337
• wikiData: Q105196914