(4R)-3,5,5-trimethyl-4-[(3R)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxybutyl]cyclohex-2-en-1-one

Details

• Internal ID: 4f8854d8-6974-4400-aea8-bfb2fb963344
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (4R)-3,5,5-trimethyl-4-[(3R)-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxybutyl]cyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)CC(C1CCC(C)OC2C(C(C(C(O2)COC3C(C(C(CO3)O)O)O)O)O)O)(C)C
• SMILES (Isomeric): CC1=CC(=O)CC([C@H]1CC[C@@H](C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@H](CO3)O)O)O)O)O)O)(C)C
• InChI: InChI=1S/C24H40O11/c1-11-7-13(25)8-24(3,4)14(11)6-5-12(2)34-23-21(31)19(29)18(28)16(35-23)10-33-22-20(30)17(27)15(26)9-32-22/h7,12,14-23,26-31H,5-6,8-10H2,1-4H3/t12-,14+,15+,16-,17+,18-,19+,20-,21-,22+,23-/m1/s1
• InChI Key: LYJZPTUVRHPVNB-PTPXYPNHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₀O₁₁
• Molecular Weight: 504.60 g/mol
• Exact Mass: 504.25706209 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.00
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5841	58.41%
Caco-2	-	0.8415	84.15%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8861	88.61%
OATP2B1 inhibitior	-	0.7191	71.91%
OATP1B1 inhibitior	+	0.8773	87.73%
OATP1B3 inhibitior	-	0.2453	24.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7276	72.76%
BSEP inhibitior	-	0.6362	63.62%
P-glycoprotein inhibitior	-	0.6401	64.01%
P-glycoprotein substrate	-	0.5365	53.65%
CYP3A4 substrate	+	0.6767	67.67%
CYP2C9 substrate	-	0.7898	78.98%
CYP2D6 substrate	-	0.8838	88.38%
CYP3A4 inhibition	-	0.9604	96.04%
CYP2C9 inhibition	-	0.8508	85.08%
CYP2C19 inhibition	-	0.8647	86.47%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.9141	91.41%
CYP2C8 inhibition	-	0.7677	76.77%
CYP inhibitory promiscuity	-	0.9644	96.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6640	66.40%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9643	96.43%
Skin irritation	-	0.6637	66.37%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	+	0.5322	53.22%
Human Ether-a-go-go-Related Gene inhibition	+	0.7705	77.05%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7158	71.58%
skin sensitisation	-	0.8499	84.99%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7663	76.63%
Acute Oral Toxicity (c)	III	0.6714	67.14%
Estrogen receptor binding	+	0.6040	60.40%
Androgen receptor binding	-	0.6223	62.23%
Thyroid receptor binding	+	0.5312	53.12%
Glucocorticoid receptor binding	+	0.5418	54.18%
Aromatase binding	+	0.6343	63.43%
PPAR gamma	+	0.5708	57.08%
Honey bee toxicity	-	0.7991	79.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7450	74.50%
Fish aquatic toxicity	+	0.9569	95.69%

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	98.84%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.59%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.06%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.70%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.04%	85.14%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.06%	83.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.92%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.40%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	87.91%	94.73%
CHEMBL220	P22303	Acetylcholinesterase	86.94%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	86.13%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.32%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.60%	96.47%
CHEMBL226	P30542	Adenosine A1 receptor	83.62%	95.93%
CHEMBL1871	P10275	Androgen Receptor	83.28%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.92%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.83%	96.77%
CHEMBL2360	P00492	Hypoxanthine-guanine phosphoribosyltransferase	82.39%	87.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.86%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.22%	90.71%

Plants that contains it

• Adenopeltis serrata
• Bituminaria bituminosa
• Centaurea seridis
• Chrozophora tinctoria
• Cneorum pulverulentum
• Dalbergia stipulacea
• Delphinium ajacis
• Elaeagnus commutata
• Eucalyptus flocktoniae
• Flindersia brayleyana
• Heracleum sphondylium
• Jungermannia obovata
• Kummerowia striata
• Mascarenhasia arborescens
• Meconopsis napaulensis
• Merremia umbellata
• Millettia conraui
• Palafoxia rosea
• Pedicularis condensata
• Perityle vaseyi
• Phoebe formosana
• Piloselloides hirsuta
• Plectranthus garckeanus
• Porella swartziana
• Quercus mongolica
• Rheum webbianum
• Salacia chinensis
• Salvia coulteri
• Satureja cuneifolia
• Senecio flavus
• Sida cordifolia
• Solanum sisymbriifolium
• Thymbra spicata
• Turraeanthus mannii

Cross-Links

• PubChem: 101450243
• NPASS: NPC81831
• LOTUS: LTS0220335
• wikiData: Q105159395