2-(Hydroxymethyl)-6-[[5-hydroxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-yl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: 5c4b0042-b8ac-4109-adda-963e1ed055fb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-(hydroxymethyl)-6-[[5-hydroxy-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): C1=CC(C2C1C(OC=C2COC3C(C(C(C(O3)CO)O)O)O)OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(C2C1C(OC=C2COC3C(C(C(C(O3)CO)O)O)O)OC4C(C(C(C(O4)CO)O)O)O)O
• InChI: InChI=1S/C21H32O14/c22-3-10-13(25)15(27)17(29)20(33-10)32-6-7-5-31-19(8-1-2-9(24)12(7)8)35-21-18(30)16(28)14(26)11(4-23)34-21/h1-2,5,8-30H,3-4,6H2
• InChI Key: YGLJAXLYCNMHMQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₁₄
• Molecular Weight: 508.50 g/mol
• Exact Mass: 508.17920569 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: -4.60
• Atomic LogP (AlogP): -4.98
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6717	67.17%
Caco-2	-	0.8958	89.58%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.5905	59.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8578	85.78%
OATP1B3 inhibitior	+	0.9631	96.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9098	90.98%
P-glycoprotein inhibitior	-	0.7104	71.04%
P-glycoprotein substrate	-	0.8801	88.01%
CYP3A4 substrate	+	0.5209	52.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8272	82.72%
CYP3A4 inhibition	-	0.9416	94.16%
CYP2C9 inhibition	-	0.9116	91.16%
CYP2C19 inhibition	-	0.7815	78.15%
CYP2D6 inhibition	-	0.8755	87.55%
CYP1A2 inhibition	-	0.8639	86.39%
CYP2C8 inhibition	-	0.7409	74.09%
CYP inhibitory promiscuity	-	0.6978	69.78%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6579	65.79%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9383	93.83%
Skin irritation	-	0.8209	82.09%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	-	0.5937	59.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6846	68.46%
Micronuclear	-	0.7441	74.41%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8878	88.78%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	IV	0.4268	42.68%
Estrogen receptor binding	-	0.5295	52.95%
Androgen receptor binding	+	0.5386	53.86%
Thyroid receptor binding	-	0.5205	52.05%
Glucocorticoid receptor binding	-	0.6596	65.96%
Aromatase binding	+	0.5601	56.01%
PPAR gamma	+	0.6274	62.74%
Honey bee toxicity	-	0.7353	73.53%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6750	67.50%
Fish aquatic toxicity	-	0.5621	56.21%

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	95.07%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.31%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	88.77%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	86.13%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.37%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.38%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.08%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.24%	86.33%

Plants that contains it

• Mentzelia lindleyi

Cross-Links

• PubChem: 162947664
• LOTUS: LTS0029637
• wikiData: Q105348138