(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9S,10R,12aS,14aR,14bR)-9-acetyloxy-10-benzoyloxy-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 0af7a425-99da-4292-88c3-aff2db584fed
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8R,8aR,9S,10R,12aS,14aR,14bR)-9-acetyloxy-10-benzoyloxy-8-hydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OCC23C(CC(C(C2OC(=O)C)OC(=O)C4=CC=CC=C4)(C)C)C5=CCC6C7(CCC(C(C7CCC6(C5(CC3O)C)C)(C)C)OC8C(C(C(C(O8)C(=O)O)O)OC9C(C(C(CO9)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@]23[C@@H](C[C@@]4(C(=CC[C@H]5[C@]4(CC[C@@H]6[C@@]5(CC[C@@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)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]2CC([C@H]([C@H]3OC(=O)C)OC(=O)C1=CC=CC=C1)(C)C)C)O)O)O)O
• InChI: InChI=1S/C62H92O26/c1-26-37(67)40(70)43(73)54(81-26)80-25-62-30(21-57(3,4)49(50(62)82-27(2)64)88-52(78)28-13-11-10-12-14-28)29-15-16-34-59(7)19-18-36(58(5,6)33(59)17-20-60(34,8)61(29,9)22-35(62)66)84-56-48(87-55-44(74)41(71)39(69)32(23-63)83-55)46(45(75)47(86-56)51(76)77)85-53-42(72)38(68)31(65)24-79-53/h10-15,26,30-50,53-56,63,65-75H,16-25H2,1-9H3,(H,76,77)/t26-,30-,31+,32+,33-,34+,35+,36-,37-,38-,39-,40+,41-,42+,43+,44+,45-,46-,47-,48+,49-,50+,53-,54+,55-,56+,59-,60+,61+,62-/m0/s1
• InChI Key: XTQQXEYFRRCXGC-OBLKOPGASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₂H₉₂O₂₆
• Molecular Weight: 1253.40 g/mol
• Exact Mass: 1252.58768304 g/mol
• Topological Polar Surface Area (TPSA): 407.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): -0.45
• H-Bond Acceptor: 25
• H-Bond Donor: 13
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8071	80.71%
Caco-2	-	0.8649	86.49%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8508	85.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7295	72.95%
OATP1B3 inhibitior	-	0.4332	43.32%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5776	57.76%
BSEP inhibitior	+	0.9630	96.30%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.6472	64.72%
CYP3A4 substrate	+	0.7506	75.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8845	88.45%
CYP3A4 inhibition	-	0.6485	64.85%
CYP2C9 inhibition	-	0.8438	84.38%
CYP2C19 inhibition	-	0.8858	88.58%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.8417	84.17%
CYP2C8 inhibition	+	0.8463	84.63%
CYP inhibitory promiscuity	-	0.9590	95.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6075	60.75%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.6315	63.15%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7775	77.75%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.8341	83.41%
skin sensitisation	-	0.8967	89.67%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9187	91.87%
Acute Oral Toxicity (c)	III	0.7534	75.34%
Estrogen receptor binding	+	0.6925	69.25%
Androgen receptor binding	+	0.7510	75.10%
Thyroid receptor binding	+	0.6667	66.67%
Glucocorticoid receptor binding	+	0.8055	80.55%
Aromatase binding	+	0.6192	61.92%
PPAR gamma	+	0.8210	82.10%
Honey bee toxicity	-	0.6360	63.60%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9824	98.24%

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	98.62%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.15%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	95.84%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.72%	98.95%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	93.56%	89.44%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.25%	96.09%
CHEMBL5028	O14672	ADAM10	91.68%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.66%	95.56%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	90.67%	87.67%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.65%	95.83%
CHEMBL226	P30542	Adenosine A1 receptor	86.62%	95.93%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.02%	89.67%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.85%	91.07%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	85.44%	91.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.33%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.84%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.43%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.66%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.17%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.96%	95.89%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.12%	81.11%
CHEMBL1951	P21397	Monoamine oxidase A	81.05%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.09%	100.00%

Plants that contains it

• Petersianthus macrocarpus

Cross-Links

• PubChem: 163002187
• LOTUS: LTS0237576
• wikiData: Q105341782