4-[3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-[[10-(2,3-dimethyloxirane-2-carbonyl)oxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-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: 395a13be-0e56-4101-851f-d60e8543b790
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 4-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-[[10-(2,3-dimethyloxirane-2-carbonyl)oxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-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)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)O)CO)(C)C)OC(=O)C9(C(O9)C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C(CC2C1(C(CC3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)O)CO)(C)C)OC(=O)C9(C(O9)C)C
• InChI: InChI=1S/C57H88O23/c1-12-24(2)46(70)78-44-43(79-50(71)56(11)25(3)80-56)51(4,5)19-27-26-13-14-31-53(8)17-16-33(52(6,7)30(53)15-18-54(31,9)55(26,10)20-32(61)57(27,44)23-60)74-49-42(77-48-38(66)36(64)34(62)28(21-58)72-48)40(39(67)41(76-49)45(68)69)75-47-37(65)35(63)29(22-59)73-47/h12-13,25,27-44,47-49,58-67H,14-23H2,1-11H3,(H,68,69)
• InChI Key: YCRVDLCWSSFGLY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₈₈O₂₃
• Molecular Weight: 1141.30 g/mol
• Exact Mass: 1140.57163905 g/mol
• Topological Polar Surface Area (TPSA): 360.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 22
• H-Bond Donor: 11
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8437	84.37%
Caco-2	-	0.8672	86.72%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8482	84.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7618	76.18%
OATP1B3 inhibitior	+	0.8844	88.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9593	95.93%
P-glycoprotein inhibitior	+	0.7467	74.67%
P-glycoprotein substrate	+	0.5327	53.27%
CYP3A4 substrate	+	0.7431	74.31%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8910	89.10%
CYP3A4 inhibition	-	0.7646	76.46%
CYP2C9 inhibition	-	0.7646	76.46%
CYP2C19 inhibition	-	0.8952	89.52%
CYP2D6 inhibition	-	0.9282	92.82%
CYP1A2 inhibition	-	0.8828	88.28%
CYP2C8 inhibition	+	0.7770	77.70%
CYP inhibitory promiscuity	-	0.9422	94.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4922	49.22%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.5551	55.51%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	-	0.7478	74.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7026	70.26%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8886	88.86%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6769	67.69%
Acute Oral Toxicity (c)	III	0.5480	54.80%
Estrogen receptor binding	+	0.7132	71.32%
Androgen receptor binding	+	0.7592	75.92%
Thyroid receptor binding	+	0.6376	63.76%
Glucocorticoid receptor binding	+	0.8000	80.00%
Aromatase binding	+	0.6563	65.63%
PPAR gamma	+	0.8178	81.78%
Honey bee toxicity	-	0.6354	63.54%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9694	96.94%

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	98.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.46%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.80%	90.17%
CHEMBL2581	P07339	Cathepsin D	90.21%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.21%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.84%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.75%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.92%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.39%	96.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.32%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.26%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.68%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.67%	93.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.57%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.50%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	84.08%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.47%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.29%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.58%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.89%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.71%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.37%	95.50%
CHEMBL5028	O14672	ADAM10	81.30%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	81.27%	94.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.23%	96.61%

Plants that contains it

• Dodonaea viscosa

Cross-Links

• PubChem: 75033430
• LOTUS: LTS0205514
• wikiData: Q105346450