2-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[[6-(hydroxymethyl)-1-methyl-4-propan-2-yl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-yl]oxy]oxane-3,4,5-triol

Details

• Internal ID: c8636359-c446-4058-bff4-b0353cd84030
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[[6-(hydroxymethyl)-1-methyl-4-propan-2-yl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(C)C1CCC(C2C1C=C(CC2)CO)(C)OC3C(C(C(C(O3)COC4C(C(CO4)(CO)O)O)O)O)O
• SMILES (Isomeric): CC(C)C1CCC(C2C1C=C(CC2)CO)(C)OC3C(C(C(C(O3)COC4C(C(CO4)(CO)O)O)O)O)O
• InChI: InChI=1S/C26H44O11/c1-13(2)15-6-7-25(3,17-5-4-14(9-27)8-16(15)17)37-23-21(31)20(30)19(29)18(36-23)10-34-24-22(32)26(33,11-28)12-35-24/h8,13,15-24,27-33H,4-7,9-12H2,1-3H3
• InChI Key: UULLFWHTYQQNQS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₄O₁₁
• Molecular Weight: 532.60 g/mol
• Exact Mass: 532.28836222 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -0.96
• H-Bond Acceptor: 11
• 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	+	0.7395	73.95%
Caco-2	-	0.8406	84.06%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7487	74.87%
OATP2B1 inhibitior	-	0.7260	72.60%
OATP1B1 inhibitior	+	0.8732	87.32%
OATP1B3 inhibitior	+	0.8885	88.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8277	82.77%
P-glycoprotein inhibitior	-	0.5748	57.48%
P-glycoprotein substrate	-	0.5635	56.35%
CYP3A4 substrate	+	0.6852	68.52%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8383	83.83%
CYP3A4 inhibition	-	0.9226	92.26%
CYP2C9 inhibition	-	0.8642	86.42%
CYP2C19 inhibition	-	0.9010	90.10%
CYP2D6 inhibition	-	0.9274	92.74%
CYP1A2 inhibition	-	0.9012	90.12%
CYP2C8 inhibition	+	0.5896	58.96%
CYP inhibitory promiscuity	-	0.9197	91.97%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5717	57.17%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9413	94.13%
Skin irritation	-	0.5769	57.69%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.5507	55.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.7637	76.37%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6226	62.26%
skin sensitisation	-	0.8994	89.94%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9125	91.25%
Acute Oral Toxicity (c)	I	0.6698	66.98%
Estrogen receptor binding	+	0.6664	66.64%
Androgen receptor binding	+	0.6052	60.52%
Thyroid receptor binding	-	0.5368	53.68%
Glucocorticoid receptor binding	+	0.5861	58.61%
Aromatase binding	+	0.6653	66.53%
PPAR gamma	+	0.5630	56.30%
Honey bee toxicity	-	0.7748	77.48%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9306	93.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	99.17%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.01%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.69%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	94.09%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.93%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.29%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.27%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.18%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.45%	95.56%
CHEMBL1871	P10275	Androgen Receptor	85.32%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.12%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.59%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.69%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.39%	95.83%
CHEMBL2581	P07339	Cathepsin D	82.37%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.23%	95.50%
CHEMBL4581	P52732	Kinesin-like protein 1	81.05%	93.18%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.66%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.27%	95.71%

Plants that contains it

• Celastrus orbiculatus

Cross-Links

• PubChem: 162987712
• LOTUS: LTS0114566
• wikiData: Q105279429