(2S,3S,4S,5R,6R)-6-[[(4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: fb6a4261-dcec-4aa0-9595-4bf490993664
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C7(CCC(C(C7CCC6(C5(CC4)C)C)(C)C)OC8C(C(C(C(O8)C(=O)O)O)OC9C(C(C(CO9)O)O)O)O)C)(C)C)O)O)O)OC1C(C(C(CO1)O)O)O)OC1C(C(C(CO1)O)OC1C(C(C(CO1)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2OC(=O)[C@@]34CC[C@@]5(C(=CC[C@H]6[C@]5(CC[C@@H]7[C@@]6(CCC(C7(C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)O)O)O[C@H]9[C@@H]([C@H]([C@H](CO9)O)O)O)O)C)C)[C@@H]3CC(CC4)(C)C)C)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O
• InChI: InChI=1S/C67H106O33/c1-25-47(94-57-44(81)48(32(72)24-90-57)95-54-40(77)36(73)28(68)20-87-54)50(97-56-42(79)38(75)30(70)22-89-56)46(83)58(92-25)99-52-39(76)31(71)23-91-60(52)100-61(86)67-17-15-62(2,3)19-27(67)26-9-10-34-64(6)13-12-35(63(4,5)33(64)11-14-66(34,8)65(26,7)16-18-67)93-59-45(82)49(43(80)51(98-59)53(84)85)96-55-41(78)37(74)29(69)21-88-55/h9,25,27-52,54-60,68-83H,10-24H2,1-8H3,(H,84,85)/t25-,27-,28+,29-,30+,31-,32+,33-,34+,35?,36-,37-,38-,39-,40+,41+,42+,43-,44+,45+,46+,47-,48-,49-,50-,51-,52+,54-,55-,56-,57-,58-,59+,60-,64-,65+,66+,67-/m0/s1
• InChI Key: AUWIBYQJUPOTCJ-NWUSQOGFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₇H₁₀₆O₃₃
• Molecular Weight: 1439.50 g/mol
• Exact Mass: 1438.6616358 g/mol
• Topological Polar Surface Area (TPSA): 507.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -4.25
• H-Bond Acceptor: 32
• H-Bond Donor: 17
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8225	82.25%
Caco-2	-	0.8663	86.63%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8714	87.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3201	32.01%
OATP1B3 inhibitior	-	0.2615	26.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	+	0.9595	95.95%
P-glycoprotein inhibitior	+	0.7442	74.42%
P-glycoprotein substrate	-	0.5525	55.25%
CYP3A4 substrate	+	0.7346	73.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8786	87.86%
CYP3A4 inhibition	-	0.9163	91.63%
CYP2C9 inhibition	-	0.8819	88.19%
CYP2C19 inhibition	-	0.9253	92.53%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	-	0.9012	90.12%
CYP2C8 inhibition	+	0.7670	76.70%
CYP inhibitory promiscuity	-	0.9829	98.29%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5774	57.74%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8973	89.73%
Skin irritation	-	0.5887	58.87%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7581	75.81%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.8686	86.86%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.9292	92.92%
Acute Oral Toxicity (c)	III	0.6362	63.62%
Estrogen receptor binding	+	0.7285	72.85%
Androgen receptor binding	+	0.7458	74.58%
Thyroid receptor binding	+	0.6661	66.61%
Glucocorticoid receptor binding	+	0.8113	81.13%
Aromatase binding	+	0.6839	68.39%
PPAR gamma	+	0.8330	83.30%
Honey bee toxicity	-	0.6768	67.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	0.9756	97.56%

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	97.55%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.04%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.15%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.66%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.11%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.47%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.44%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.11%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	86.65%	92.98%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.91%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.91%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	83.81%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.35%	93.00%
CHEMBL5028	O14672	ADAM10	82.92%	97.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.97%	95.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.13%	100.00%

Plants that contains it

• Luffa acutangula

Cross-Links

• PubChem: 101601973
• LOTUS: LTS0170462
• wikiData: Q104919198