4-[5,6-Dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-6-[[4-formyl-8,10-dihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-9-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 2fee8f4f-54af-453c-b197-bd2d436a08e6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 4-[5,6-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-6-[[4-formyl-8,10-dihydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-9-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(CC2C1(C(CC3(C2=CCC4C3(CCC5C4(CCC(C5(C)C=O)OC6C(C(C(C(O6)C(=O)O)O)OC7C(CC(C(O7)O)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)O)CO)(C)C)O
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C(CC2C1(C(CC3(C2=CCC4C3(CCC5C4(CCC(C5(C)C=O)OC6C(C(C(C(O6)C(=O)O)O)OC7C(CC(C(O7)O)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)O)CO)(C)C)O
• InChI: InChI=1S/C57H88O26/c1-9-23(2)46(73)82-44-43(70)52(3,4)17-25-24-10-11-31-53(5)14-13-33(54(6,21-59)30(53)12-15-55(31,7)56(24,8)18-32(63)57(25,44)22-60)78-51-42(81-50-38(68)36(66)35(65)29(19-58)77-50)40(39(69)41(80-51)45(71)72)79-48-28(16-26(61)47(74)83-48)76-49-37(67)34(64)27(62)20-75-49/h9-10,21,25-44,47-51,58,60-70,74H,11-20,22H2,1-8H3,(H,71,72)
• InChI Key: OMSARNSWQCJAQN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₈₈O₂₆
• Molecular Weight: 1189.30 g/mol
• Exact Mass: 1188.55638291 g/mol
• Topological Polar Surface Area (TPSA): 418.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -2.24
• H-Bond Acceptor: 25
• H-Bond Donor: 14
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8697	86.97%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7838	78.38%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9755	97.55%
P-glycoprotein inhibitior	+	0.7454	74.54%
P-glycoprotein substrate	+	0.6697	66.97%
CYP3A4 substrate	+	0.7505	75.05%
CYP2C9 substrate	-	0.8014	80.14%
CYP2D6 substrate	-	0.8846	88.46%
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	+	0.8285	82.85%
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	-	0.8986	89.86%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7640	76.40%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7905	79.05%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7423	74.23%
Androgen receptor binding	+	0.7619	76.19%
Thyroid receptor binding	+	0.6415	64.15%
Glucocorticoid receptor binding	+	0.7911	79.11%
Aromatase binding	+	0.6128	61.28%
PPAR gamma	+	0.8230	82.30%
Honey bee toxicity	-	0.6153	61.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
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	98.23%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.39%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.16%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.96%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.94%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.87%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.23%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.70%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.44%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.28%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	86.80%	92.98%
CHEMBL226	P30542	Adenosine A1 receptor	86.45%	95.93%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.34%	94.23%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.13%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.35%	93.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.16%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.76%	91.24%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.55%	94.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.45%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.17%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.34%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	83.28%	92.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.52%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.04%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.01%	97.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.98%	97.36%
CHEMBL1937	Q92769	Histone deacetylase 2	81.25%	94.75%
CHEMBL5028	O14672	ADAM10	81.15%	97.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.04%	95.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.42%	92.94%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 162853303
• LOTUS: LTS0064989
• wikiData: Q105194477