(2S,3S,4S,5R,6R)-6-[[(3S,4S,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-10-[(Z)-but-2-enoyl]oxy-4-formyl-8-hydroxy-8a-(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]-4-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 2dc34aef-4aeb-44bf-86f8-54c40650ecef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4S,6aR,6bS,8R,8aR,9R,10R,12aS,14aR,14bR)-9-acetyloxy-10-[(Z)-but-2-enoyl]oxy-4-formyl-8-hydroxy-8a-(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]-4-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC=CC(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C=O)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(CO7)O)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)CO)OC(=O)C
• SMILES (Isomeric): C/C=C\C(=O)O[C@H]1[C@@H]([C@@]2([C@@H](C[C@@]3(C(=CC[C@H]4[C@]3(CCC5[C@@]4(CC[C@@H]([C@@]5(C)C=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O[C@H]9[C@@H]([C@H]([C@H]([C@H](O9)CO)O)O)O)C)C)[C@@H]2CC1(C)C)C)O)CO)OC(=O)C
• InChI: InChI=1S/C58H88O27/c1-9-10-34(66)81-46-47(78-24(2)62)58(23-61)26(17-53(46,3)4)25-11-12-31-54(5)15-14-33(55(6,22-60)30(54)13-16-56(31,7)57(25,8)18-32(58)65)80-52-45(85-50-40(72)38(70)37(69)29(19-59)79-50)42(41(73)43(83-52)48(74)75)82-51-44(36(68)28(64)21-77-51)84-49-39(71)35(67)27(63)20-76-49/h9-11,22,26-33,35-47,49-52,59,61,63-65,67-73H,12-21,23H2,1-8H3,(H,74,75)/b10-9-/t26-,27+,28-,29+,30?,31+,32+,33-,35-,36-,37-,38-,39+,40+,41-,42-,43-,44+,45+,46-,47-,49-,50-,51-,52+,54-,55-,56+,57+,58-/m0/s1
• InChI Key: ZYXKWKYFPFVOAL-WUXQPFAESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₈₈O₂₇
• Molecular Weight: 1217.30 g/mol
• Exact Mass: 1216.55129753 g/mol
• Topological Polar Surface Area (TPSA): 424.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -2.40
• H-Bond Acceptor: 26
• H-Bond Donor: 13
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8648	86.48%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7732	77.32%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9707	97.07%
P-glycoprotein inhibitior	+	0.7446	74.46%
P-glycoprotein substrate	+	0.6448	64.48%
CYP3A4 substrate	+	0.7496	74.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8927	89.27%
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	+	0.8179	81.79%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8978	89.78%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6178	61.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7603	76.03%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7022	70.22%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7035	70.35%
Androgen receptor binding	+	0.7573	75.73%
Thyroid receptor binding	+	0.6821	68.21%
Glucocorticoid receptor binding	+	0.8039	80.39%
Aromatase binding	+	0.6392	63.92%
PPAR gamma	+	0.8177	81.77%
Honey bee toxicity	-	0.6348	63.48%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
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	97.99%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.45%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.26%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.30%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.08%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	88.07%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.75%	94.33%
CHEMBL2581	P07339	Cathepsin D	87.61%	98.95%
CHEMBL5028	O14672	ADAM10	87.35%	97.50%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	87.19%	89.44%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.02%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.95%	99.17%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	84.89%	91.65%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.51%	94.08%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.86%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.62%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.48%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.12%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.63%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.14%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.00%	91.07%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.88%	89.67%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.33%	94.23%
CHEMBL5255	O00206	Toll-like receptor 4	81.28%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.20%	96.77%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.78%	93.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.76%	96.90%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 44566563
• NPASS: NPC110700