(2S,3R,4R,5R,6S)-2-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 3061e494-a900-4f8c-969a-7d9ce89e7e83
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[[(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]3C=CO[C@H]([C@@H]3[C@@]4([C@H]2O4)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O
• InChI: InChI=1S/C21H32O14/c1-6-10(24)12(26)14(28)19(31-6)33-16-7-2-3-30-18(9(7)21(5-23)17(16)35-21)34-20-15(29)13(27)11(25)8(4-22)32-20/h2-3,6-20,22-29H,4-5H2,1H3/t6-,7+,8+,9+,10-,11+,12+,13-,14+,15+,16-,17-,18-,19-,20-,21+/m0/s1
• InChI Key: GRLJTTHDCMSLHP-QHTRAVTJSA-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): 221.00 Ų
• XlogP: -4.30
• Atomic LogP (AlogP): -4.74
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7022	70.22%
Caco-2	-	0.8743	87.43%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5818	58.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8462	84.62%
OATP1B3 inhibitior	+	0.9619	96.19%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9391	93.91%
P-glycoprotein inhibitior	-	0.7472	74.72%
P-glycoprotein substrate	-	0.7510	75.10%
CYP3A4 substrate	+	0.6254	62.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8440	84.40%
CYP3A4 inhibition	-	0.9620	96.20%
CYP2C9 inhibition	-	0.9136	91.36%
CYP2C19 inhibition	-	0.8202	82.02%
CYP2D6 inhibition	-	0.9223	92.23%
CYP1A2 inhibition	-	0.8969	89.69%
CYP2C8 inhibition	-	0.7365	73.65%
CYP inhibitory promiscuity	-	0.7956	79.56%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5829	58.29%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9534	95.34%
Skin irritation	-	0.8010	80.10%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.3835	38.35%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	-	0.8907	89.07%
skin sensitisation	-	0.8523	85.23%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.5860	58.60%
Acute Oral Toxicity (c)	III	0.3483	34.83%
Estrogen receptor binding	-	0.4738	47.38%
Androgen receptor binding	-	0.5643	56.43%
Thyroid receptor binding	+	0.5322	53.22%
Glucocorticoid receptor binding	-	0.5146	51.46%
Aromatase binding	+	0.6659	66.59%
PPAR gamma	+	0.5909	59.09%
Honey bee toxicity	-	0.7290	72.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.6439	64.39%

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	97.19%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.15%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.60%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.08%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.81%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.24%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.41%	91.49%
CHEMBL226	P30542	Adenosine A1 receptor	87.10%	95.93%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.33%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.06%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.88%	86.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.60%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.59%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	82.68%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.25%	96.21%
CHEMBL2581	P07339	Cathepsin D	81.67%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.33%	92.94%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.28%	95.83%

Plants that contains it

• Gmelina arborea
• Scrophularia deserti
• Verbascum pyroliforme subsp. dudleyanum
• Verbascum saccatum
• Verbascum salviifolium

Cross-Links

• PubChem: 10720419
• LOTUS: LTS0090377
• wikiData: Q105016170