4-Acetyloxy-3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-6-[[10-(3,7-dimethylocta-2,6-dienoyloxy)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbutanoyloxy)-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: d594f3a8-1448-4bcb-bae4-bdc488c00b26
• 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-[[10-(3,7-dimethylocta-2,6-dienoyloxy)-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-(2-methylbutanoyloxy)-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
• InChI: InChI=1S/C64H100O24/c1-14-31(5)55(79)88-53-52(84-40(69)24-30(4)17-15-16-29(2)3)59(7,8)25-34-33-18-19-38-61(11)22-21-39(60(9,10)37(61)20-23-62(38,12)63(33,13)50(75)51(76)64(34,53)28-67)83-58-49(87-57-45(74)43(72)41(70)35(26-65)81-57)47(80-32(6)68)46(48(86-58)54(77)78)85-56-44(73)42(71)36(27-66)82-56/h16,18,24,31,34-39,41-53,56-58,65-67,70-76H,14-15,17,19-23,25-28H2,1-13H3,(H,77,78)
• InChI Key: IGZKUEHSCWAURC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₄H₁₀₀O₂₄
• Molecular Weight: 1253.50 g/mol
• Exact Mass: 1252.66045405 g/mol
• Topological Polar Surface Area (TPSA): 374.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 23
• H-Bond Donor: 11
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8864	88.64%
Caco-2	-	0.8607	86.07%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Mitochondria	0.8766	87.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7709	77.09%
OATP1B3 inhibitior	+	0.8071	80.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9759	97.59%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.6584	65.84%
CYP3A4 substrate	+	0.7484	74.84%
CYP2C9 substrate	-	0.7978	79.78%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.7429	74.29%
CYP2C9 inhibition	-	0.7978	79.78%
CYP2C19 inhibition	-	0.8762	87.62%
CYP2D6 inhibition	-	0.9308	93.08%
CYP1A2 inhibition	-	0.8834	88.34%
CYP2C8 inhibition	+	0.7962	79.62%
CYP inhibitory promiscuity	-	0.8635	86.35%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4791	47.91%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8969	89.69%
Skin irritation	-	0.5255	52.55%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7232	72.32%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7407	74.07%
skin sensitisation	-	0.9104	91.04%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8158	81.58%
Acute Oral Toxicity (c)	III	0.7268	72.68%
Estrogen receptor binding	+	0.6174	61.74%
Androgen receptor binding	+	0.7668	76.68%
Thyroid receptor binding	+	0.7088	70.88%
Glucocorticoid receptor binding	+	0.8126	81.26%
Aromatase binding	+	0.7042	70.42%
PPAR gamma	+	0.8094	80.94%
Honey bee toxicity	-	0.6321	63.21%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9861	98.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.86%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.25%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	96.97%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.71%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.94%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.01%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.75%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.90%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.64%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.10%	94.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.86%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.81%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.41%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	85.85%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.60%	91.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.07%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.65%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	84.36%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.09%	96.21%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.68%	96.61%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.40%	82.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.49%	94.08%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.48%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.36%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.36%	96.47%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.22%	97.29%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.66%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.37%	96.90%
CHEMBL5028	O14672	ADAM10	81.12%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.78%	92.62%

Plants that contains it

• Symplocos paniculata

Cross-Links

• PubChem: 72998593
• LOTUS: LTS0215379
• wikiData: Q105112885