(4R)-4-[(3R)-3-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxybutyl]-3,5,5-trimethylcyclohex-2-en-1-one

Details

• Internal ID: f4e8e36e-3536-4589-acce-0992683e5f85
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (4R)-4-[(3R)-3-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxybutyl]-3,5,5-trimethylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)CC(C1CCC(C)OC2C(C(C(C(O2)COC3C(C(C(O3)CO)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](O3)CO)O)O)O)O)O)(C)C
• InChI: InChI=1S/C24H40O11/c1-11-7-13(26)8-24(3,4)14(11)6-5-12(2)33-23-21(31)19(29)18(28)16(35-23)10-32-22-20(30)17(27)15(9-25)34-22/h7,12,14-23,25,27-31H,5-6,8-10H2,1-4H3/t12-,14+,15+,16-,17+,18-,19+,20-,21-,22-,23-/m1/s1
• InChI Key: WMOJOCZNFPTCBX-XKEMEYHGSA-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: -1.20
• Atomic LogP (AlogP): -1.00
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5587	55.87%
Caco-2	-	0.8490	84.90%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8873	88.73%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.8702	87.02%
OATP1B3 inhibitior	+	0.8369	83.69%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6982	69.82%
P-glycoprotein inhibitior	-	0.6357	63.57%
P-glycoprotein substrate	-	0.6624	66.24%
CYP3A4 substrate	+	0.6527	65.27%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8855	88.55%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.8229	82.29%
CYP2C19 inhibition	-	0.8800	88.00%
CYP2D6 inhibition	-	0.9243	92.43%
CYP1A2 inhibition	-	0.8922	89.22%
CYP2C8 inhibition	-	0.8019	80.19%
CYP inhibitory promiscuity	-	0.8719	87.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6249	62.49%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9623	96.23%
Skin irritation	-	0.6507	65.07%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6800	68.00%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7782	77.82%
skin sensitisation	-	0.8868	88.68%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5870	58.70%
Acute Oral Toxicity (c)	III	0.5797	57.97%
Estrogen receptor binding	+	0.5811	58.11%
Androgen receptor binding	-	0.5922	59.22%
Thyroid receptor binding	+	0.5650	56.50%
Glucocorticoid receptor binding	-	0.4845	48.45%
Aromatase binding	+	0.6472	64.72%
PPAR gamma	+	0.5355	53.55%
Honey bee toxicity	-	0.8090	80.90%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7550	75.50%
Fish aquatic toxicity	+	0.9611	96.11%

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	98.69%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.37%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.92%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.73%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	93.85%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.44%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.30%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.93%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	87.90%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.77%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.88%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.02%	96.47%
CHEMBL1937	Q92769	Histone deacetylase 2	84.59%	94.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.55%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.99%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.95%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.14%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.80%	97.79%
CHEMBL1871	P10275	Androgen Receptor	81.47%	96.43%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.05%	96.00%

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: 101450244
• NPASS: NPC279886
• LOTUS: LTS0106156
• wikiData: Q105308716