7-[(Acetyloxy)methyl]-4-({[4,5-dihydroxy-6-(hydroxymethyl)-3-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl]oxy}methyl)-6,7-dihydroxy-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-1-yl 3-methylbutanoate

Details

• Internal ID: 858d63e4-66f8-4c15-ae27-184f72c4e73c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [7-(acetyloxymethyl)-4-[[4,5-dihydroxy-6-(hydroxymethyl)-3-[3-(4-hydroxyphenyl)prop-2-enoyloxy]oxan-2-yl]oxymethyl]-6,7-dihydroxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl] 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC1C2C(CC(C2(COC(=O)C)O)O)C(=CO1)COC3C(C(C(C(O3)CO)O)O)OC(=O)C=CC4=CC=C(C=C4)O
• SMILES (Isomeric): CC(C)CC(=O)OC1C2C(CC(C2(COC(=O)C)O)O)C(=CO1)COC3C(C(C(C(O3)CO)O)O)OC(=O)C=CC4=CC=C(C=C4)O
• InChI: InChI=1S/C32H42O15/c1-16(2)10-25(38)47-30-26-21(11-23(36)32(26,41)15-44-17(3)34)19(13-42-30)14-43-31-29(28(40)27(39)22(12-33)45-31)46-24(37)9-6-18-4-7-20(35)8-5-18/h4-9,13,16,21-23,26-31,33,35-36,39-41H,10-12,14-15H2,1-3H3
• InChI Key: AAALJWLFINEDCQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂O₁₅
• Molecular Weight: 666.70 g/mol
• Exact Mass: 666.25237063 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.11
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8757	87.57%
Caco-2	-	0.8778	87.78%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7445	74.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7931	79.31%
OATP1B3 inhibitior	+	0.8957	89.57%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6669	66.69%
P-glycoprotein inhibitior	+	0.6425	64.25%
P-glycoprotein substrate	+	0.6508	65.08%
CYP3A4 substrate	+	0.7017	70.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	-	0.8739	87.39%
CYP2C9 inhibition	-	0.8378	83.78%
CYP2C19 inhibition	-	0.8236	82.36%
CYP2D6 inhibition	-	0.9112	91.12%
CYP1A2 inhibition	-	0.8301	83.01%
CYP2C8 inhibition	+	0.7222	72.22%
CYP inhibitory promiscuity	-	0.9021	90.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6341	63.41%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9217	92.17%
Skin irritation	-	0.7054	70.54%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3956	39.56%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8562	85.62%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7440	74.40%
Acute Oral Toxicity (c)	I	0.5187	51.87%
Estrogen receptor binding	+	0.7673	76.73%
Androgen receptor binding	+	0.7373	73.73%
Thyroid receptor binding	-	0.5606	56.06%
Glucocorticoid receptor binding	+	0.6017	60.17%
Aromatase binding	+	0.5310	53.10%
PPAR gamma	+	0.6469	64.69%
Honey bee toxicity	-	0.6939	69.39%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9914	99.14%

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	99.01%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.22%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.16%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.02%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	94.81%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.70%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	94.66%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.65%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.22%	96.00%
CHEMBL2581	P07339	Cathepsin D	94.13%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.10%	94.45%
CHEMBL206	P03372	Estrogen receptor alpha	91.34%	97.64%
CHEMBL242	Q92731	Estrogen receptor beta	89.33%	98.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.33%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.61%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.85%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.57%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.29%	99.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.25%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.25%	94.62%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.73%	85.00%
CHEMBL3401	O75469	Pregnane X receptor	83.43%	94.73%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	83.04%	94.97%
CHEMBL5255	O00206	Toll-like receptor 4	81.44%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.81%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.52%	89.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.43%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.35%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.26%	96.95%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.21%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.09%	89.62%

Plants that contains it

• Viburnum ayavacense
• Viburnum tinus

Cross-Links

• PubChem: 154732525
• LOTUS: LTS0106137
• wikiData: Q104907784