7-(hydroxymethyl)-1,3-dimethoxy-3,4,4a,5,6,7a-hexahydro-1H-cyclopenta[c]pyran-5,6,7-triol

Details

• Internal ID: 986f1a2b-480c-4746-9812-353241ec77f4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: 7-(hydroxymethyl)-1,3-dimethoxy-3,4,4a,5,6,7a-hexahydro-1H-cyclopenta[c]pyran-5,6,7-triol
• SMILES (Canonical): COC1CC2C(C(O1)OC)C(C(C2O)O)(CO)O
• SMILES (Isomeric): COC1CC2C(C(O1)OC)C(C(C2O)O)(CO)O
• InChI: InChI=1S/C11H20O7/c1-16-6-3-5-7(10(17-2)18-6)11(15,4-12)9(14)8(5)13/h5-10,12-15H,3-4H2,1-2H3
• InChI Key: OZSDFEKEIRKWSX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₀O₇
• Molecular Weight: 264.27 g/mol
• Exact Mass: 264.12090297 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.96
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5356	53.56%
Caco-2	-	0.8280	82.80%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.4943	49.43%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9052	90.52%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9762	97.62%
P-glycoprotein inhibitior	-	0.9385	93.85%
P-glycoprotein substrate	-	0.8450	84.50%
CYP3A4 substrate	+	0.5444	54.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7805	78.05%
CYP3A4 inhibition	-	0.9742	97.42%
CYP2C9 inhibition	-	0.9566	95.66%
CYP2C19 inhibition	-	0.9284	92.84%
CYP2D6 inhibition	-	0.9433	94.33%
CYP1A2 inhibition	-	0.8671	86.71%
CYP2C8 inhibition	-	0.8902	89.02%
CYP inhibitory promiscuity	-	0.9734	97.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7214	72.14%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9537	95.37%
Skin irritation	-	0.7996	79.96%
Skin corrosion	-	0.9557	95.57%
Ames mutagenesis	-	0.6978	69.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5494	54.94%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6574	65.74%
skin sensitisation	-	0.9065	90.65%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5963	59.63%
Acute Oral Toxicity (c)	III	0.4148	41.48%
Estrogen receptor binding	-	0.6342	63.42%
Androgen receptor binding	-	0.6811	68.11%
Thyroid receptor binding	+	0.6014	60.14%
Glucocorticoid receptor binding	-	0.7341	73.41%
Aromatase binding	-	0.5750	57.50%
PPAR gamma	-	0.5423	54.23%
Honey bee toxicity	-	0.7609	76.09%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.8113	81.13%

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	97.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.74%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	90.19%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.93%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.41%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	87.21%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.89%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.49%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.58%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.68%	86.92%

Plants that contains it

• Eccremocarpus scaber

Cross-Links

• PubChem: 162857026
• LOTUS: LTS0171723
• wikiData: Q105204082