(2S,3R,4S,5R,6R)-2-[[(1S,4aR,5S,7S,7aS)-5-hydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: fe5a746e-8717-4306-9f58-d779d16351e5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2S,3R,4S,5R,6R)-2-[[(1S,4aR,5S,7S,7aS)-5-hydroxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1C(C2C=COC(C2C1OC3C(C(C(C(O3)CO)O)O)O)OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): C1[C@@H]([C@@H]2C=CO[C@H]([C@@H]2[C@H]1O[C@@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• InChI: InChI=1S/C20H32O14/c21-4-9-12(24)14(26)16(28)19(32-9)31-8-3-7(23)6-1-2-30-18(11(6)8)34-20-17(29)15(27)13(25)10(5-22)33-20/h1-2,6-29H,3-5H2/t6-,7-,8-,9+,10+,11-,12-,13+,14-,15-,16+,17+,18-,19-,20-/m0/s1
• InChI Key: KOJHBIIRHWLMKI-MSLRKFBBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₁₄
• Molecular Weight: 496.50 g/mol
• Exact Mass: 496.17920569 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: -4.00
• Atomic LogP (AlogP): -5.14
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7520	75.20%
Caco-2	-	0.8896	88.96%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.4734	47.34%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8615	86.15%
OATP1B3 inhibitior	+	0.9637	96.37%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9671	96.71%
P-glycoprotein inhibitior	-	0.8011	80.11%
P-glycoprotein substrate	-	0.9175	91.75%
CYP3A4 substrate	+	0.5511	55.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8087	80.87%
CYP3A4 inhibition	-	0.9488	94.88%
CYP2C9 inhibition	-	0.9665	96.65%
CYP2C19 inhibition	-	0.8600	86.00%
CYP2D6 inhibition	-	0.8831	88.31%
CYP1A2 inhibition	-	0.9178	91.78%
CYP2C8 inhibition	-	0.7844	78.44%
CYP inhibitory promiscuity	-	0.8927	89.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6410	64.10%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9494	94.94%
Skin irritation	-	0.8382	83.82%
Skin corrosion	-	0.9620	96.20%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7757	77.57%
Micronuclear	-	0.7441	74.41%
Hepatotoxicity	-	0.7802	78.02%
skin sensitisation	-	0.9122	91.22%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6890	68.90%
Acute Oral Toxicity (c)	IV	0.4304	43.04%
Estrogen receptor binding	-	0.5149	51.49%
Androgen receptor binding	-	0.5733	57.33%
Thyroid receptor binding	+	0.5142	51.42%
Glucocorticoid receptor binding	-	0.6857	68.57%
Aromatase binding	+	0.6197	61.97%
PPAR gamma	+	0.5822	58.22%
Honey bee toxicity	-	0.7206	72.06%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.7485	74.85%

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	97.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.13%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.60%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	86.10%	95.93%
CHEMBL3589	P55263	Adenosine kinase	82.97%	98.05%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.81%	95.83%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.44%	86.92%

Plants that contains it

• Rehmannia glutinosa

Cross-Links

• PubChem: 101654197
• NPASS: NPC33174