[4-[[4-Acetyloxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-6-hydroxy-7-(hydroxymethyl)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl] 3-methylbutanoate

Details

• Internal ID: ff912981-08d1-443a-854e-833eaa4d3b4f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [4-[[4-acetyloxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-6-hydroxy-7-(hydroxymethyl)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl] 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC1C2C(CC(C2CO)O)C(=CO1)COC3C(C(C(C(O3)CO)O)OC(=O)C)O
• SMILES (Isomeric): CC(C)CC(=O)OC1C2C(CC(C2CO)O)C(=CO1)COC3C(C(C(C(O3)CO)O)OC(=O)C)O
• InChI: InChI=1S/C23H36O12/c1-10(2)4-17(28)35-22-18-13(5-15(27)14(18)6-24)12(8-31-22)9-32-23-20(30)21(33-11(3)26)19(29)16(7-25)34-23/h8,10,13-16,18-25,27,29-30H,4-7,9H2,1-3H3
• InChI Key: MBEMEMCYVGQECK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₆O₁₂
• Molecular Weight: 504.50 g/mol
• Exact Mass: 504.22067658 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.19
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7991	79.91%
Caco-2	-	0.7896	78.96%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7681	76.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7932	79.32%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7197	71.97%
P-glycoprotein inhibitior	-	0.5915	59.15%
P-glycoprotein substrate	-	0.5916	59.16%
CYP3A4 substrate	+	0.6480	64.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.8237	82.37%
CYP2C9 inhibition	-	0.8776	87.76%
CYP2C19 inhibition	-	0.8635	86.35%
CYP2D6 inhibition	-	0.9049	90.49%
CYP1A2 inhibition	-	0.8918	89.18%
CYP2C8 inhibition	-	0.6682	66.82%
CYP inhibitory promiscuity	-	0.8846	88.46%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6476	64.76%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9502	95.02%
Skin irritation	-	0.7376	73.76%
Skin corrosion	-	0.9550	95.50%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4279	42.79%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6018	60.18%
skin sensitisation	-	0.8762	87.62%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4588	45.88%
Acute Oral Toxicity (c)	III	0.5285	52.85%
Estrogen receptor binding	-	0.5207	52.07%
Androgen receptor binding	+	0.6757	67.57%
Thyroid receptor binding	-	0.6504	65.04%
Glucocorticoid receptor binding	-	0.5282	52.82%
Aromatase binding	-	0.5778	57.78%
PPAR gamma	-	0.5875	58.75%
Honey bee toxicity	-	0.7243	72.43%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9380	93.80%

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	97.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.51%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.64%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	94.63%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.35%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	88.93%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.33%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.32%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.71%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.14%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.65%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.60%	97.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.54%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.80%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.39%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	82.96%	92.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.73%	89.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.39%	82.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.40%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.05%	100.00%

Plants that contains it

• Viburnum lantana

Cross-Links

• PubChem: 162868020
• LOTUS: LTS0112588
• wikiData: Q105160695