[(1S,2R,5S,6R,10S)-5-hydroxy-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-oxatricyclo[4.4.0.02,4]dec-7-en-2-yl]methyl acetate

Details

• Internal ID: 26b0f774-372e-4240-8d48-3d6bd8628d4a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(1S,2R,5S,6R,10S)-5-hydroxy-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-oxatricyclo[4.4.0.02,4]dec-7-en-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC12CC1C(C3C2C(OC=C3)OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@]12CC1[C@H]([C@H]3[C@@H]2[C@@H](OC=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• InChI: InChI=1S/C18H26O10/c1-7(20)26-6-18-4-9(18)12(21)8-2-3-25-16(11(8)18)28-17-15(24)14(23)13(22)10(5-19)27-17/h2-3,8-17,19,21-24H,4-6H2,1H3/t8-,9?,10-,11-,12+,13-,14+,15-,16+,17+,18-/m1/s1
• InChI Key: HDMCWFHTAHTHFU-STJQFJSVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₁₀
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.15259702 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.15
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5484	54.84%
Caco-2	-	0.8621	86.21%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7054	70.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8282	82.82%
OATP1B3 inhibitior	+	0.9569	95.69%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8002	80.02%
P-glycoprotein inhibitior	-	0.8331	83.31%
P-glycoprotein substrate	-	0.8239	82.39%
CYP3A4 substrate	+	0.6493	64.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8772	87.72%
CYP3A4 inhibition	-	0.9734	97.34%
CYP2C9 inhibition	-	0.9340	93.40%
CYP2C19 inhibition	-	0.8681	86.81%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	-	0.8955	89.55%
CYP2C8 inhibition	-	0.7150	71.50%
CYP inhibitory promiscuity	-	0.8454	84.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6415	64.15%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9692	96.92%
Skin irritation	-	0.7727	77.27%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6198	61.98%
Micronuclear	-	0.7441	74.41%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8697	86.97%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5094	50.94%
Acute Oral Toxicity (c)	III	0.3987	39.87%
Estrogen receptor binding	+	0.6463	64.63%
Androgen receptor binding	-	0.5962	59.62%
Thyroid receptor binding	-	0.6054	60.54%
Glucocorticoid receptor binding	-	0.6209	62.09%
Aromatase binding	+	0.7037	70.37%
PPAR gamma	+	0.5843	58.43%
Honey bee toxicity	-	0.7082	70.82%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7255	72.55%
Fish aquatic toxicity	+	0.7829	78.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.60%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.99%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.98%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.18%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.09%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.90%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.72%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	80.77%	94.73%
CHEMBL4208	P20618	Proteasome component C5	80.67%	90.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.50%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.47%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.40%	85.14%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.16%	97.53%

Plants that contains it

• Rehmannia glutinosa

Cross-Links

• PubChem: 6324866
• NPASS: NPC244574