[5-Acetyloxy-3,4-dihydroxy-6-(5-hydroxy-7-methyl-3-methylidene-8-oxooct-6-enoxy)oxan-2-yl]methyl acetate

Details

• Internal ID: 838a902a-0c0a-48a3-a0a5-4a90f5d800d0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [5-acetyloxy-3,4-dihydroxy-6-(5-hydroxy-7-methyl-3-methylidene-8-oxooct-6-enoxy)oxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=CC(CC(=C)CCOC1C(C(C(C(O1)COC(=O)C)O)O)OC(=O)C)O)C=O
• SMILES (Isomeric): CC(=CC(CC(=C)CCOC1C(C(C(C(O1)COC(=O)C)O)O)OC(=O)C)O)C=O
• InChI: InChI=1S/C20H30O10/c1-11(7-15(24)8-12(2)9-21)5-6-27-20-19(29-14(4)23)18(26)17(25)16(30-20)10-28-13(3)22/h8-9,15-20,24-26H,1,5-7,10H2,2-4H3
• InChI Key: ZUAZXKFLMFDUQO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₁₀
• Molecular Weight: 430.40 g/mol
• Exact Mass: 430.18389715 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.21
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4759	47.59%
Caco-2	-	0.7750	77.50%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8847	88.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8515	85.15%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6000	60.00%
P-glycoprotein inhibitior	-	0.5325	53.25%
P-glycoprotein substrate	-	0.8210	82.10%
CYP3A4 substrate	+	0.6480	64.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8921	89.21%
CYP3A4 inhibition	-	0.6906	69.06%
CYP2C9 inhibition	-	0.8874	88.74%
CYP2C19 inhibition	-	0.7744	77.44%
CYP2D6 inhibition	-	0.9002	90.02%
CYP1A2 inhibition	-	0.8250	82.50%
CYP2C8 inhibition	-	0.7263	72.63%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7214	72.14%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.9304	93.04%
Skin irritation	-	0.6863	68.63%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4908	49.08%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5944	59.44%
skin sensitisation	-	0.8524	85.24%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6819	68.19%
Acute Oral Toxicity (c)	III	0.6583	65.83%
Estrogen receptor binding	+	0.7077	70.77%
Androgen receptor binding	-	0.7370	73.70%
Thyroid receptor binding	+	0.5512	55.12%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5238	52.38%
PPAR gamma	+	0.5788	57.88%
Honey bee toxicity	-	0.6999	69.99%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9098	90.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.86%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.21%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.85%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.75%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	89.45%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.22%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.66%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	87.41%	92.50%
CHEMBL4040	P28482	MAP kinase ERK2	86.02%	83.82%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.04%	97.21%
CHEMBL5957	P21589	5'-nucleotidase	81.01%	97.78%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.62%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.58%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.39%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.22%	89.00%

Plants that contains it

• Tetraneuris ivesiana

Cross-Links

• PubChem: 72739513
• LOTUS: LTS0028828
• wikiData: Q105383453