(4S,7S,11S)-2,10-dioxatricyclo[5.3.1.04,11]undecane-4,5-diol

Details

• Internal ID: eeb66c08-c929-4b04-9628-80423c10ec34
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: (4S,7S,11S)-2,10-dioxatricyclo[5.3.1.04,11]undecane-4,5-diol
• SMILES (Canonical): C1COC2C3C1CC(C3(CO2)O)O
• SMILES (Isomeric): C1COC2[C@H]3[C@@H]1CC([C@]3(CO2)O)O
• InChI: InChI=1S/C9H14O4/c10-6-3-5-1-2-12-8-7(5)9(6,11)4-13-8/h5-8,10-11H,1-4H2/t5-,6?,7+,8?,9-/m0/s1
• InChI Key: JEOPUSJCPYFSMM-IOXKEGPVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄O₄
• Molecular Weight: 186.20 g/mol
• Exact Mass: 186.08920892 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.51
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6586	65.86%
Caco-2	-	0.7062	70.62%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7403	74.03%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9520	95.20%
OATP1B3 inhibitior	+	0.9517	95.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9305	93.05%
P-glycoprotein inhibitior	-	0.9751	97.51%
P-glycoprotein substrate	-	0.8639	86.39%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8003	80.03%
CYP2D6 substrate	-	0.7702	77.02%
CYP3A4 inhibition	-	0.9883	98.83%
CYP2C9 inhibition	-	0.9527	95.27%
CYP2C19 inhibition	-	0.8654	86.54%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	-	0.9088	90.88%
CYP2C8 inhibition	-	0.8698	86.98%
CYP inhibitory promiscuity	-	0.9931	99.31%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5184	51.84%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.7015	70.15%
Skin irritation	-	0.8186	81.86%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6934	69.34%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5216	52.16%
skin sensitisation	-	0.9227	92.27%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5555	55.55%
Acute Oral Toxicity (c)	IV	0.4227	42.27%
Estrogen receptor binding	-	0.7694	76.94%
Androgen receptor binding	-	0.6196	61.96%
Thyroid receptor binding	-	0.7179	71.79%
Glucocorticoid receptor binding	-	0.6687	66.87%
Aromatase binding	-	0.8376	83.76%
PPAR gamma	-	0.7075	70.75%
Honey bee toxicity	-	0.7777	77.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.7256	72.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	92.90%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.87%	92.94%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.28%	95.58%
CHEMBL226	P30542	Adenosine A1 receptor	89.65%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.64%	91.11%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.96%	85.11%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	84.82%	88.42%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.23%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	84.16%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.02%	94.45%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.13%	90.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.09%	85.14%

Plants that contains it

• Cistanche deserticola
• Cistanche salsa

Cross-Links

• PubChem: 5315925
• NPASS: NPC258227
• LOTUS: LTS0143586
• wikiData: Q105126272