5-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[6-hydroxy-3-(3-hydroxybut-1-enyl)-2,4,4-trimethylcyclohex-2-en-1-yl]oxy-2-(hydroxymethyl)oxane-3,4-diol

Details

• Internal ID: 2b6a9d8d-879e-4a72-a236-9b8a14185e1b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 5-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[6-hydroxy-3-(3-hydroxybut-1-enyl)-2,4,4-trimethylcyclohex-2-en-1-yl]oxy-2-(hydroxymethyl)oxane-3,4-diol
• InChI: InChI=1S/C24H40O12/c1-11(27)5-6-13-12(2)18(14(28)7-23(13,3)4)35-21-19(17(30)16(29)15(8-25)34-21)36-22-20(31)24(32,9-26)10-33-22/h5-6,11,14-22,25-32H,7-10H2,1-4H3
• InChI Key: ALYBVKJAHWRFKL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₀O₁₂
• Molecular Weight: 520.60 g/mol
• Exact Mass: 520.25197671 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -2.32
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6811	68.11%
Caco-2	-	0.8438	84.38%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7078	70.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8642	86.42%
OATP1B3 inhibitior	+	0.9304	93.04%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6601	66.01%
P-glycoprotein inhibitior	-	0.6157	61.57%
P-glycoprotein substrate	-	0.6301	63.01%
CYP3A4 substrate	+	0.6718	67.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8510	85.10%
CYP3A4 inhibition	-	0.8983	89.83%
CYP2C9 inhibition	-	0.8274	82.74%
CYP2C19 inhibition	-	0.8457	84.57%
CYP2D6 inhibition	-	0.9217	92.17%
CYP1A2 inhibition	-	0.8794	87.94%
CYP2C8 inhibition	-	0.5846	58.46%
CYP inhibitory promiscuity	-	0.7516	75.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5677	56.77%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9487	94.87%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3900	39.00%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8222	82.22%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7382	73.82%
Acute Oral Toxicity (c)	III	0.6249	62.49%
Estrogen receptor binding	+	0.6459	64.59%
Androgen receptor binding	+	0.5613	56.13%
Thyroid receptor binding	+	0.6039	60.39%
Glucocorticoid receptor binding	+	0.5519	55.19%
Aromatase binding	+	0.6662	66.62%
PPAR gamma	+	0.6368	63.68%
Honey bee toxicity	-	0.6794	67.94%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.6711	67.11%

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	97.43%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.76%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.01%	86.92%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.05%	95.58%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.70%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.99%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.97%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.46%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.77%	94.45%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	90.57%	97.47%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.09%	91.24%
CHEMBL2581	P07339	Cathepsin D	86.50%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.80%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.70%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.29%	97.25%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.91%	98.75%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.52%	92.32%
CHEMBL3401	O75469	Pregnane X receptor	84.45%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.28%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.00%	91.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.87%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.85%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.17%	92.88%
CHEMBL1951	P21397	Monoamine oxidase A	81.29%	91.49%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.19%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	80.98%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	80.79%	94.75%

Plants that contains it

• Acanthus ebracteatus

Cross-Links

• PubChem: 162989101
• LOTUS: LTS0149514
• wikiData: Q104914432