(1S,4R,5S,6S,7S,10S,11S)-5,7,10-trihydroxy-6-methyl-3,9-dioxatricyclo[5.3.1.04,11]undecan-2-one

Details

• Internal ID: 868bba3c-c2da-49f4-b80b-c8952314ab6a
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (1S,4R,5S,6S,7S,10S,11S)-5,7,10-trihydroxy-6-methyl-3,9-dioxatricyclo[5.3.1.04,11]undecan-2-one
• InChI: InChI=1S/C10H14O6/c1-3-6(11)7-5-4(9(13)16-7)8(12)15-2-10(3,5)14/h3-8,11-12,14H,2H2,1H3/t3-,4-,5-,6-,7+,8-,10-/m0/s1
• InChI Key: FFXUKJKVADHZEA-ODEJUTPZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₆
• Molecular Weight: 230.21 g/mol
• Exact Mass: 230.07903816 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.77
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8469	84.69%
Caco-2	-	0.8558	85.58%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6432	64.32%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9417	94.17%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9743	97.43%
P-glycoprotein inhibitior	-	0.9454	94.54%
P-glycoprotein substrate	-	0.7583	75.83%
CYP3A4 substrate	-	0.5054	50.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8710	87.10%
CYP3A4 inhibition	-	0.9661	96.61%
CYP2C9 inhibition	-	0.9686	96.86%
CYP2C19 inhibition	-	0.9603	96.03%
CYP2D6 inhibition	-	0.9535	95.35%
CYP1A2 inhibition	-	0.9297	92.97%
CYP2C8 inhibition	-	0.9705	97.05%
CYP inhibitory promiscuity	-	0.9808	98.08%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6102	61.02%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.8696	86.96%
Skin irritation	-	0.7062	70.62%
Skin corrosion	-	0.8760	87.60%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8603	86.03%
Micronuclear	-	0.6641	66.41%
Hepatotoxicity	-	0.5914	59.14%
skin sensitisation	-	0.8886	88.86%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7144	71.44%
Acute Oral Toxicity (c)	III	0.4813	48.13%
Estrogen receptor binding	+	0.6152	61.52%
Androgen receptor binding	-	0.7498	74.98%
Thyroid receptor binding	-	0.5589	55.89%
Glucocorticoid receptor binding	-	0.5105	51.05%
Aromatase binding	-	0.7575	75.75%
PPAR gamma	-	0.5763	57.63%
Honey bee toxicity	-	0.8413	84.13%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.7356	73.56%

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	92.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.18%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.07%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.98%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.13%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.71%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.68%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.54%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.44%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.15%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.36%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.24%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.54%	97.25%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	80.51%	100.00%

Plants that contains it

• Gelsemium elegans

Cross-Links

• PubChem: 53260760
• LOTUS: LTS0257404
• wikiData: Q104994730