NCGC00384849-01_C21H34O10_2H-Cyclohepta[b]furan-2-one, 4-acetyl-6-[1-(beta-D-glucopyranosyloxy)-1-methylethyl]octahydro-8a-(hydroxymethyl)-, (3aS,4R,6R,8aR)-

Details

• Internal ID: 94b65f7d-22c3-41c3-a639-d861545aa37c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (3aS,4R,6R,8aR)-4-acetyl-8a-(hydroxymethyl)-6-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-3a,4,5,6,7,8-hexahydro-3H-cyclohepta[b]furan-2-one
• SMILES (Canonical): CC(=O)C1CC(CCC2(C1CC(=O)O2)CO)C(C)(C)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): CC(=O)[C@@H]1C[C@@H](CC[C@@]2([C@H]1CC(=O)O2)CO)C(C)(C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C21H34O10/c1-10(24)12-6-11(4-5-21(9-23)13(12)7-15(25)30-21)20(2,3)31-19-18(28)17(27)16(26)14(8-22)29-19/h11-14,16-19,22-23,26-28H,4-9H2,1-3H3/t11-,12+,13+,14-,16-,17+,18-,19+,21+/m1/s1
• InChI Key: HIJTUHQXWSDVSN-IBYSJJMLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₁₀
• Molecular Weight: 446.50 g/mol
• Exact Mass: 446.21519728 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.12
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• NCGC00384849-01_C21H34O10_2H-Cyclohepta[b]furan-2-one, 4-acetyl-6-[1-(beta-D-glucopyranosyloxy)-1-methylethyl]octahydro-8a-(hydroxymethyl)-, (3aS,4R,6R,8aR)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5697	56.97%
Caco-2	-	0.8112	81.12%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8161	81.61%
OATP2B1 inhibitior	-	0.7173	71.73%
OATP1B1 inhibitior	+	0.8513	85.13%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8479	84.79%
P-glycoprotein inhibitior	-	0.7448	74.48%
P-glycoprotein substrate	-	0.7311	73.11%
CYP3A4 substrate	+	0.6946	69.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8885	88.85%
CYP3A4 inhibition	-	0.9611	96.11%
CYP2C9 inhibition	-	0.8423	84.23%
CYP2C19 inhibition	-	0.8508	85.08%
CYP2D6 inhibition	-	0.9553	95.53%
CYP1A2 inhibition	-	0.8958	89.58%
CYP2C8 inhibition	+	0.5134	51.34%
CYP inhibitory promiscuity	-	0.9729	97.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6701	67.01%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9704	97.04%
Skin irritation	-	0.7598	75.98%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.7023	70.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5365	53.65%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.9181	91.81%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6345	63.45%
Acute Oral Toxicity (c)	III	0.4006	40.06%
Estrogen receptor binding	+	0.7144	71.44%
Androgen receptor binding	+	0.6418	64.18%
Thyroid receptor binding	-	0.5159	51.59%
Glucocorticoid receptor binding	+	0.5467	54.67%
Aromatase binding	+	0.6447	64.47%
PPAR gamma	-	0.5716	57.16%
Honey bee toxicity	-	0.7354	73.54%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8012	80.12%

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	99.23%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.04%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.92%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.18%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.92%	96.61%
CHEMBL2581	P07339	Cathepsin D	92.91%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.00%	89.00%
CHEMBL1871	P10275	Androgen Receptor	86.10%	96.43%
CHEMBL2996	Q05655	Protein kinase C delta	84.69%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.22%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.00%	89.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.02%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.67%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	82.60%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.30%	99.23%
CHEMBL5255	O00206	Toll-like receptor 4	82.00%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.88%	97.14%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.54%	100.00%

Plants that contains it

• Atractylodes lancea

Cross-Links

• PubChem: 11812348
• LOTUS: LTS0261756
• wikiData: Q105028884