Theasaponins F3

Details

• Internal ID: d528bcf5-8c27-475c-a9b5-6f837aad6d75
• 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,14bR)-8a-(acetyloxymethyl)-8,9-dihydroxy-4-methoxycarbonyl-4,6a,6b,11,11,14b-hexamethyl-10-[(Z)-2-methylbut-2-enoyl]oxy-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-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C(=O)OC)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)COC(=O)C)O
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1[C@@H]([C@@]2([C@@H](C[C@@]3(C(=CCC4[C@]3(CCC5[C@@]4(CC[C@@H]([C@@]5(C)C(=O)OC)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)C2CC1(C)C)C)O)COC(=O)C)O
• InChI: InChI=1S/C60H92O28/c1-11-24(2)49(76)88-47-46(73)60(23-81-25(3)62)27(18-55(47,4)5)26-12-13-31-56(6)16-15-34(59(9,54(77)78-10)32(56)14-17-57(31,7)58(26,8)19-33(60)65)83-53-45(87-51-40(71)38(69)37(68)30(20-61)82-51)42(41(72)43(85-53)48(74)75)84-52-44(36(67)29(64)22-80-52)86-50-39(70)35(66)28(63)21-79-50/h11-12,27-47,50-53,61,63-73H,13-23H2,1-10H3,(H,74,75)/b24-11-/t27?,28-,29+,30-,31?,32?,33-,34+,35+,36+,37+,38+,39-,40-,41+,42+,43+,44-,45-,46+,47+,50+,51-,52+,53-,56-,57-,58-,59+,60+/m1/s1
• InChI Key: ATBIRQWSFWRRKH-PBXHKCJESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₉₂O₂₈
• Molecular Weight: 1261.40 g/mol
• Exact Mass: 1260.57751227 g/mol
• Topological Polar Surface Area (TPSA): 433.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -2.04
• H-Bond Acceptor: 27
• H-Bond Donor: 13
• Rotatable Bonds: 15

Synonyms

• CHEMBL451398

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7524	75.24%
Caco-2	-	0.8639	86.39%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8446	84.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7673	76.73%
OATP1B3 inhibitior	-	0.3173	31.73%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9717	97.17%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.6481	64.81%
CYP3A4 substrate	+	0.7485	74.85%
CYP2C9 substrate	-	0.7978	79.78%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.8504	85.04%
CYP2C9 inhibition	-	0.8702	87.02%
CYP2C19 inhibition	-	0.9017	90.17%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.9011	90.11%
CYP2C8 inhibition	+	0.8149	81.49%
CYP inhibitory promiscuity	-	0.9771	97.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5934	59.34%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.6306	63.06%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.6678	66.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7572	75.72%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8954	89.54%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6717	67.17%
Acute Oral Toxicity (c)	III	0.7499	74.99%
Estrogen receptor binding	+	0.7010	70.10%
Androgen receptor binding	+	0.7611	76.11%
Thyroid receptor binding	+	0.6787	67.87%
Glucocorticoid receptor binding	+	0.8005	80.05%
Aromatase binding	+	0.6505	65.05%
PPAR gamma	+	0.8253	82.53%
Honey bee toxicity	-	0.6139	61.39%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9235	92.35%

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	98.15%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.79%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.76%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	95.17%	90.17%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	92.06%	91.65%
CHEMBL5028	O14672	ADAM10	88.46%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.29%	93.00%
CHEMBL2581	P07339	Cathepsin D	87.98%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.72%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.11%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.62%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.54%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.00%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.38%	95.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.10%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.61%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.57%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.45%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.05%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.98%	92.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.01%	96.90%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.22%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.57%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	81.36%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.78%	92.62%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.19%	89.67%
CHEMBL1937	Q92769	Histone deacetylase 2	80.18%	94.75%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.07%	97.36%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 44566252
• LOTUS: LTS0072319
• wikiData: Q104918262