7-[6-(Acetyloxymethyl)-4-(3-hydroxy-3-phenylpropanoyl)oxy-3-(3-methylbutanoylamino)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-15-hydroxy-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5,5-dicarboxylic acid

Details

• Internal ID: 37d7eefa-105d-44eb-8215-d3be1b6713fc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: 7-[6-(acetyloxymethyl)-4-(3-hydroxy-3-phenylpropanoyl)oxy-3-(3-methylbutanoylamino)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-15-hydroxy-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5,5-dicarboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2OC(=O)CC(C3=CC=CC=C3)O)NC(=O)CC(C)C)OC4CC5(C6CCC7CC6(CCC5C(C4)(C(=O)O)C(=O)O)C(C7=C)O)C)COC(=O)C)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(OC(C(C2OC(=O)CC(C3=CC=CC=C3)O)NC(=O)CC(C)C)OC4CC5(C6CCC7CC6(CCC5C(C4)(C(=O)O)C(=O)O)C(C7=C)O)C)COC(=O)C)O)O)O
• InChI: InChI=1S/C48H67NO18/c1-22(2)16-33(52)49-35-40(66-34(53)17-29(51)26-10-8-7-9-11-26)39(67-43-38(56)37(55)36(54)24(4)63-43)30(21-62-25(5)50)65-42(35)64-28-19-46(6)31-13-12-27-18-47(31,41(57)23(27)3)15-14-32(46)48(20-28,44(58)59)45(60)61/h7-11,22,24,27-32,35-43,51,54-57H,3,12-21H2,1-2,4-6H3,(H,49,52)(H,58,59)(H,60,61)
• InChI Key: AATFBQZVIZPZMI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₆₇NO₁₈
• Molecular Weight: 946.00 g/mol
• Exact Mass: 945.43581429 g/mol
• Topological Polar Surface Area (TPSA): 294.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6856	68.56%
Caco-2	-	0.8686	86.86%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5665	56.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8341	83.41%
OATP1B3 inhibitior	+	0.9104	91.04%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9026	90.26%
BSEP inhibitior	+	0.9643	96.43%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.7493	74.93%
CYP3A4 substrate	+	0.7373	73.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.7839	78.39%
CYP2C9 inhibition	-	0.8121	81.21%
CYP2C19 inhibition	-	0.8214	82.14%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	-	0.8649	86.49%
CYP2C8 inhibition	+	0.7797	77.97%
CYP inhibitory promiscuity	-	0.7183	71.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5722	57.22%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9053	90.53%
Skin irritation	-	0.7186	71.86%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7918	79.18%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5073	50.73%
skin sensitisation	-	0.8459	84.59%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.6711	67.11%
Acute Oral Toxicity (c)	III	0.6048	60.48%
Estrogen receptor binding	+	0.8265	82.65%
Androgen receptor binding	+	0.7269	72.69%
Thyroid receptor binding	+	0.5579	55.79%
Glucocorticoid receptor binding	+	0.7335	73.35%
Aromatase binding	-	0.4826	48.26%
PPAR gamma	+	0.8024	80.24%
Honey bee toxicity	-	0.6468	64.68%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9891	98.91%

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	99.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.32%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.99%	90.17%
CHEMBL2581	P07339	Cathepsin D	97.53%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.34%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.05%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.65%	96.61%
CHEMBL5028	O14672	ADAM10	92.38%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.20%	96.47%
CHEMBL1951	P21397	Monoamine oxidase A	91.98%	91.49%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.91%	94.62%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	90.40%	89.44%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.13%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.13%	95.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.97%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.85%	95.93%
CHEMBL1944	P08473	Neprilysin	84.73%	92.63%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.77%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.30%	85.14%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	82.57%	95.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.37%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.87%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.45%	89.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.45%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.34%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	81.23%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.42%	99.17%

Plants that contains it

• Wollastonia biflora

Cross-Links

• PubChem: 73657076
• LOTUS: LTS0046990
• wikiData: Q104908350