4-Acetyloxy-3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-[[9-(3,7-dimethylocta-2,6-dienoyloxy)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 05598db5-95ac-40b1-a63b-05515abbca4a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 4-acetyloxy-3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-[[9-(3,7-dimethylocta-2,6-dienoyloxy)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC(=CCCC(=CC(=O)OC1CC(CC2C1(C(C(C3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)OC7C(C(C(O7)CO)O)O)OC(=O)C)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)O)O)CO)(C)C)C)C
• SMILES (Isomeric): CC(=CCCC(=CC(=O)OC1CC(CC2C1(C(C(C3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)OC7C(C(C(O7)CO)O)O)OC(=O)C)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)O)O)CO)(C)C)C)C
• InChI: InChI=1S/C59H92O22/c1-27(2)13-12-14-28(3)21-38(64)77-37-23-54(5,6)22-31-30-15-16-35-56(9)19-18-36(55(7,8)34(56)17-20-57(35,10)58(30,11)48(70)49(71)59(31,37)26-62)78-53-47(81-52-43(69)41(67)39(65)32(24-60)75-52)45(74-29(4)63)44(46(80-53)50(72)73)79-51-42(68)40(66)33(25-61)76-51/h13,15,21,31-37,39-49,51-53,60-62,65-71H,12,14,16-20,22-26H2,1-11H3,(H,72,73)
• InChI Key: KQRCDMCWOCFTFN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₂O₂₂
• Molecular Weight: 1153.30 g/mol
• Exact Mass: 1152.60802456 g/mol
• Topological Polar Surface Area (TPSA): 348.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8106	81.06%
Caco-2	-	0.8647	86.47%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8938	89.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7621	76.21%
OATP1B3 inhibitior	-	0.2400	24.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.9625	96.25%
P-glycoprotein inhibitior	+	0.7466	74.66%
P-glycoprotein substrate	+	0.5097	50.97%
CYP3A4 substrate	+	0.7411	74.11%
CYP2C9 substrate	-	0.7978	79.78%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.8885	88.85%
CYP2C9 inhibition	-	0.8346	83.46%
CYP2C19 inhibition	-	0.9134	91.34%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.8884	88.84%
CYP2C8 inhibition	+	0.7660	76.60%
CYP inhibitory promiscuity	-	0.9147	91.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4933	49.33%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.5513	55.13%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7619	76.19%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.8016	80.16%
skin sensitisation	-	0.9110	91.10%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7933	79.33%
Acute Oral Toxicity (c)	III	0.7300	73.00%
Estrogen receptor binding	+	0.7415	74.15%
Androgen receptor binding	+	0.7657	76.57%
Thyroid receptor binding	+	0.6413	64.13%
Glucocorticoid receptor binding	+	0.8134	81.34%
Aromatase binding	+	0.6491	64.91%
PPAR gamma	+	0.8272	82.72%
Honey bee toxicity	-	0.6257	62.57%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9795	97.95%

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	98.53%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.16%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.50%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.42%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.78%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.10%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.29%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.62%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.07%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.89%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.46%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.29%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.74%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	85.21%	92.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.92%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	81.94%	94.73%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.09%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.63%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.53%	97.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.48%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.23%	100.00%
CHEMBL5028	O14672	ADAM10	80.19%	97.50%

Plants that contains it

• Symplocos paniculata

Cross-Links

• PubChem: 163077316
• LOTUS: LTS0227953
• wikiData: Q105144736