Linalool-3-Rutinoside

Details

• Internal ID: 949abfa1-4feb-472c-843d-8d463df5dd93
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[(3R)-3,7-dimethylocta-1,6-dien-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC(C)(CCC=C(C)C)C=C)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@](C)(CCC=C(C)C)C=C)O)O)O)O)O)O
• InChI: InChI=1S/C22H38O10/c1-6-22(5,9-7-8-11(2)3)32-21-19(28)17(26)15(24)13(31-21)10-29-20-18(27)16(25)14(23)12(4)30-20/h6,8,12-21,23-28H,1,7,9-10H2,2-5H3/t12-,13+,14-,15+,16+,17-,18+,19+,20+,21-,22-/m0/s1
• InChI Key: SZTBSKBBYWJFEJ-SAAKKPFCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₈O₁₀
• Molecular Weight: 462.50 g/mol
• Exact Mass: 462.24649740 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.65
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

• CHEMBL1808109
• [(3R)-3,7-Dimethyl-1,6-octadiene-3-yl]6-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5375	53.75%
Caco-2	-	0.8171	81.71%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8047	80.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.8390	83.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6160	61.60%
P-glycoprotein inhibitior	-	0.6766	67.66%
P-glycoprotein substrate	-	0.8381	83.81%
CYP3A4 substrate	+	0.5836	58.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8282	82.82%
CYP3A4 inhibition	-	0.8804	88.04%
CYP2C9 inhibition	-	0.7109	71.09%
CYP2C19 inhibition	-	0.7994	79.94%
CYP2D6 inhibition	-	0.9251	92.51%
CYP1A2 inhibition	-	0.8322	83.22%
CYP2C8 inhibition	-	0.6635	66.35%
CYP inhibitory promiscuity	-	0.8157	81.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6627	66.27%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9497	94.97%
Skin irritation	-	0.6807	68.07%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4027	40.27%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5267	52.67%
skin sensitisation	-	0.7972	79.72%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.5996	59.96%
Acute Oral Toxicity (c)	III	0.7271	72.71%
Estrogen receptor binding	-	0.4827	48.27%
Androgen receptor binding	-	0.7058	70.58%
Thyroid receptor binding	+	0.5543	55.43%
Glucocorticoid receptor binding	-	0.4760	47.60%
Aromatase binding	+	0.6539	65.39%
PPAR gamma	+	0.6005	60.05%
Honey bee toxicity	-	0.6629	66.29%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9298	92.98%

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	95.86%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.93%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.25%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	92.13%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	89.97%	95.93%
CHEMBL1951	P21397	Monoamine oxidase A	89.61%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.77%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.47%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.81%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.01%	99.17%
CHEMBL5957	P21589	5'-nucleotidase	82.10%	97.78%

Plants that contains it

• Acacia adunca
• Adiantum philippense
• Aldama incana
• Annona cornifolia
• Artemisia pedemontana subsp. assoana
• Astragalus sempervirens
• Calostephane divaricata
• Caragana aurantiaca
• Chaenomeles sinensis
• Dumortiera hirsuta
• Echeveria secunda
• Eucalyptus melliodora
• Gnetum latifolium
• Goniothalamus malayanus
• Hedysarum inundatum
• Hypericum laricifolium
• Ipomoea digitata
• Lepisorus ussuriensis
• Lysimachia mauritiana
• Marrubium anisodon
• Naucleopsis ternstroemiiflora
• Ocotea pittieri
• Pastinaca sativa
• Peltostigma guatemalense
• Premna odorata
• Rauvolfia vomitoria
• Rhodanthe chlorocephala subsp. rosea
• Rumex maritimus
• Salvia syriaca
• Scutellaria amoena
• Solanum laxum
• Swertia franchetiana
• Vaccinium oxycoccos
• Vitis vinifera
• Wikstroemia retusa
• Zanthoxylum tetraspermum

Cross-Links

• PubChem: 21630850
• NPASS: NPC5360
• LOTUS: LTS0129458
• wikiData: Q105264400