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

Details

• Internal ID: 556d9638-f53e-47fb-9419-b2c76bf4527b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-[[5-hydroxy-7-(hydroxymethyl)-4a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5H-cyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1=COC(=C2C1(C(C=C2CO)O)OC3C(C(C(C(O3)CO)O)O)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C1=COC(=C2C1(C(C=C2CO)O)OC3C(C(C(C(O3)CO)O)O)O)OC4C(C(C(C(O4)CO)O)O)O
• InChI: InChI=1S/C21H30O15/c22-4-7-3-10(25)21(36-20-17(31)15(29)13(27)9(6-24)34-20)1-2-32-18(11(7)21)35-19-16(30)14(28)12(26)8(5-23)33-19/h1-3,8-10,12-17,19-20,22-31H,4-6H2
• InChI Key: NNYVBULCQQMSLP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₁₅
• Molecular Weight: 522.50 g/mol
• Exact Mass: 522.15847025 g/mol
• Topological Polar Surface Area (TPSA): 248.00 Ų
• XlogP: -5.70
• Atomic LogP (AlogP): -5.59
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5729	57.29%
Caco-2	-	0.8821	88.21%
Blood Brain Barrier	-	0.5392	53.92%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6471	64.71%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8845	88.45%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9330	93.30%
P-glycoprotein inhibitior	-	0.7044	70.44%
P-glycoprotein substrate	-	0.8359	83.59%
CYP3A4 substrate	+	0.5783	57.83%
CYP2C9 substrate	+	0.5689	56.89%
CYP2D6 substrate	-	0.8295	82.95%
CYP3A4 inhibition	-	0.9183	91.83%
CYP2C9 inhibition	-	0.8496	84.96%
CYP2C19 inhibition	-	0.7358	73.58%
CYP2D6 inhibition	-	0.8728	87.28%
CYP1A2 inhibition	-	0.8291	82.91%
CYP2C8 inhibition	-	0.5849	58.49%
CYP inhibitory promiscuity	-	0.7294	72.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5904	59.04%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.8987	89.87%
Skin irritation	-	0.7837	78.37%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6983	69.83%
Micronuclear	-	0.7341	73.41%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8624	86.24%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7386	73.86%
Acute Oral Toxicity (c)	III	0.3879	38.79%
Estrogen receptor binding	+	0.5297	52.97%
Androgen receptor binding	+	0.5259	52.59%
Thyroid receptor binding	+	0.5137	51.37%
Glucocorticoid receptor binding	-	0.5770	57.70%
Aromatase binding	+	0.7103	71.03%
PPAR gamma	+	0.6090	60.90%
Honey bee toxicity	-	0.6001	60.01%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	-	0.4821	48.21%

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	96.64%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.71%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.08%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.25%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	84.16%	95.93%

Plants that contains it

• Veronica intercedens

Cross-Links

• PubChem: 163023501
• LOTUS: LTS0212110
• wikiData: Q105182393