2-[2-(5-Hydroxy-6-methoxy-4,7-dimethyl-1,2,3,4-tetrahydronaphthalen-1-yl)propoxy]-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxane-3,4,5-triol

Details

• Internal ID: 12f5075a-bf60-463a-95ea-11e05ce923f3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-[2-(5-hydroxy-6-methoxy-4,7-dimethyl-1,2,3,4-tetrahydronaphthalen-1-yl)propoxy]-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC(C2=C1C(=C(C(=C2)C)OC)O)C(C)COC3C(C(C(C(O3)COC4C(C(C(CO4)O)O)O)O)O)O
• SMILES (Isomeric): CC1CCC(C2=C1C(=C(C(=C2)C)OC)O)C(C)COC3C(C(C(C(O3)COC4C(C(C(CO4)O)O)O)O)O)O
• InChI: InChI=1S/C27H42O12/c1-11-5-6-14(15-7-12(2)25(35-4)21(31)18(11)15)13(3)8-36-27-24(34)22(32)20(30)17(39-27)10-38-26-23(33)19(29)16(28)9-37-26/h7,11,13-14,16-17,19-20,22-24,26-34H,5-6,8-10H2,1-4H3
• InChI Key: SGTULVUZPPHXQU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₂O₁₂
• Molecular Weight: 558.60 g/mol
• Exact Mass: 558.26762677 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.39
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5571	55.71%
Caco-2	-	0.8385	83.85%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6518	65.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8248	82.48%
OATP1B3 inhibitior	+	0.8826	88.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8260	82.60%
P-glycoprotein inhibitior	-	0.6281	62.81%
P-glycoprotein substrate	+	0.5410	54.10%
CYP3A4 substrate	+	0.6510	65.10%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.7496	74.96%
CYP3A4 inhibition	-	0.9108	91.08%
CYP2C9 inhibition	-	0.9348	93.48%
CYP2C19 inhibition	-	0.8333	83.33%
CYP2D6 inhibition	-	0.9278	92.78%
CYP1A2 inhibition	-	0.7261	72.61%
CYP2C8 inhibition	-	0.5683	56.83%
CYP inhibitory promiscuity	-	0.9568	95.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6967	69.67%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9382	93.82%
Skin irritation	-	0.8054	80.54%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	+	0.5846	58.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.6932	69.32%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8966	89.66%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9808	98.08%
Acute Oral Toxicity (c)	III	0.5433	54.33%
Estrogen receptor binding	+	0.7718	77.18%
Androgen receptor binding	+	0.6086	60.86%
Thyroid receptor binding	+	0.5416	54.16%
Glucocorticoid receptor binding	-	0.4646	46.46%
Aromatase binding	+	0.6238	62.38%
PPAR gamma	+	0.6313	63.13%
Honey bee toxicity	-	0.8402	84.02%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9072	90.72%

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	99.22%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.30%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	96.28%	89.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.55%	96.09%
CHEMBL4581	P52732	Kinesin-like protein 1	91.82%	93.18%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.99%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.25%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.22%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.26%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.78%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.75%	97.09%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.38%	90.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.06%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.25%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.72%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.45%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.31%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.49%	95.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.00%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.98%	94.00%
CHEMBL4208	P20618	Proteasome component C5	81.09%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.93%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.77%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.14%	93.56%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.07%	80.33%

Plants that contains it

• Alangium premnifolium

Cross-Links

• PubChem: 163094627
• LOTUS: LTS0035185
• wikiData: Q105252616