6-Hydroxy-1,14-dimethyl-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-10,12-dioxapentacyclo[9.6.1.15,8.02,8.014,18]nonadecan-13-one

Details

• Internal ID: 6e2e58c6-997e-4220-a62b-b3a7de4c7d22
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: 6-hydroxy-1,14-dimethyl-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-10,12-dioxapentacyclo[9.6.1.15,8.02,8.014,18]nonadecan-13-one
• SMILES (Canonical): CC12CCCC3(C1C(OCC45C2CCC(C4)C(C5)(COC6C(C(C(C(O6)CO)O)O)O)O)OC3=O)C
• SMILES (Isomeric): CC12CCCC3(C1C(OCC45C2CCC(C4)C(C5)(COC6C(C(C(C(O6)CO)O)O)O)O)OC3=O)C
• InChI: InChI=1S/C26H40O10/c1-23-6-3-7-24(2)19(23)21(36-22(24)31)33-11-25-8-13(4-5-15(23)25)26(32,10-25)12-34-20-18(30)17(29)16(28)14(9-27)35-20/h13-21,27-30,32H,3-12H2,1-2H3
• InChI Key: ATWHGWYKSFRYBN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₁₀
• Molecular Weight: 512.60 g/mol
• Exact Mass: 512.26214747 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5661	56.61%
Caco-2	-	0.8435	84.35%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6938	69.38%
OATP2B1 inhibitior	-	0.5812	58.12%
OATP1B1 inhibitior	+	0.8736	87.36%
OATP1B3 inhibitior	+	0.9569	95.69%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9343	93.43%
P-glycoprotein inhibitior	-	0.5352	53.52%
P-glycoprotein substrate	-	0.6225	62.25%
CYP3A4 substrate	+	0.6930	69.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8598	85.98%
CYP3A4 inhibition	-	0.9321	93.21%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.8612	86.12%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.9097	90.97%
CYP2C8 inhibition	+	0.5137	51.37%
CYP inhibitory promiscuity	-	0.9690	96.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6713	67.13%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9416	94.16%
Skin irritation	-	0.6715	67.15%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4303	43.03%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7165	71.65%
skin sensitisation	-	0.9336	93.36%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6015	60.15%
Acute Oral Toxicity (c)	I	0.6699	66.99%
Estrogen receptor binding	+	0.6571	65.71%
Androgen receptor binding	+	0.6582	65.82%
Thyroid receptor binding	-	0.5683	56.83%
Glucocorticoid receptor binding	+	0.6138	61.38%
Aromatase binding	+	0.6765	67.65%
PPAR gamma	+	0.5589	55.89%
Honey bee toxicity	-	0.7604	76.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.8414	84.14%

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	97.52%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.73%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.89%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.52%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.29%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.19%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	91.11%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.32%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	87.11%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.98%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.77%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.18%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.55%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.33%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.87%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.50%	86.33%
CHEMBL259	P32245	Melanocortin receptor 4	83.26%	95.38%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.91%	97.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.20%	96.21%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.13%	97.50%
CHEMBL226	P30542	Adenosine A1 receptor	81.01%	95.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.97%	94.33%

Plants that contains it

• Prunus dulcis

Cross-Links

• PubChem: 85414985
• LOTUS: LTS0046745
• wikiData: Q104918725