6,7-Dihydroxy-7-(hydroxymethyl)-5-methoxy-1,4,4a,5,6,7a-hexahydrocyclopenta[c]pyran-3-one

Details

• Internal ID: 859e1992-534a-44ae-9a16-fae88c7cb603
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 6,7-dihydroxy-7-(hydroxymethyl)-5-methoxy-1,4,4a,5,6,7a-hexahydrocyclopenta[c]pyran-3-one
• SMILES (Canonical): COC1C2CC(=O)OCC2C(C1O)(CO)O
• SMILES (Isomeric): COC1C2CC(=O)OCC2C(C1O)(CO)O
• InChI: InChI=1S/C10H16O6/c1-15-8-5-2-7(12)16-3-6(5)10(14,4-11)9(8)13/h5-6,8-9,11,13-14H,2-4H2,1H3
• InChI Key: CMJIOWDIGPEACH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₆
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.09468823 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.72
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6522	65.22%
Caco-2	-	0.7567	75.67%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6294	62.94%
OATP2B1 inhibitior	-	0.8496	84.96%
OATP1B1 inhibitior	+	0.9121	91.21%
OATP1B3 inhibitior	+	0.9570	95.70%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9270	92.70%
P-glycoprotein inhibitior	-	0.9684	96.84%
P-glycoprotein substrate	-	0.8373	83.73%
CYP3A4 substrate	+	0.5421	54.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8309	83.09%
CYP3A4 inhibition	-	0.9639	96.39%
CYP2C9 inhibition	-	0.9437	94.37%
CYP2C19 inhibition	-	0.8702	87.02%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	-	0.8874	88.74%
CYP2C8 inhibition	-	0.9547	95.47%
CYP inhibitory promiscuity	-	0.9772	97.72%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6731	67.31%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9024	90.24%
Skin irritation	-	0.8118	81.18%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	-	0.5478	54.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.6196	61.96%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9102	91.02%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5764	57.64%
Acute Oral Toxicity (c)	III	0.4839	48.39%
Estrogen receptor binding	+	0.6719	67.19%
Androgen receptor binding	-	0.6136	61.36%
Thyroid receptor binding	-	0.5701	57.01%
Glucocorticoid receptor binding	-	0.4856	48.56%
Aromatase binding	-	0.8675	86.75%
PPAR gamma	-	0.7132	71.32%
Honey bee toxicity	-	0.6857	68.57%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.7696	76.96%

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	94.59%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.80%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.03%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.06%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.43%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.27%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.07%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.52%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.10%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.95%	94.45%

Plants that contains it

• Buddleja asiatica

Cross-Links

• PubChem: 162987318
• LOTUS: LTS0241224
• wikiData: Q104964685