5-hydroxy-4-(hydroxymethyl)-7-methoxy-2-methylcyclohepta[b]furan-6-one

Details

• Internal ID: 0805896b-1407-4a84-bfdd-edf38032431e
• Taxonomy: Organoheterocyclic compounds > Cycloheptafurans
• IUPAC Name: 5-hydroxy-4-(hydroxymethyl)-7-methoxy-2-methylcyclohepta[b]furan-6-one
• SMILES (Canonical): CC1=CC2=C(O1)C=C(C(=O)C(=C2CO)O)OC
• SMILES (Isomeric): CC1=CC2=C(O1)C=C(C(=O)C(=C2CO)O)OC
• InChI: InChI=1S/C12H12O5/c1-6-3-7-8(5-13)11(14)12(15)10(16-2)4-9(7)17-6/h3-4,13H,5H2,1-2H3,(H,14,15)
• InChI Key: SDXKGQMJRWIUAU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₅
• Molecular Weight: 236.22 g/mol
• Exact Mass: 236.06847348 g/mol
• Topological Polar Surface Area (TPSA): 79.90 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.31
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9604	96.04%
Caco-2	+	0.6482	64.82%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5284	52.84%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.8957	89.57%
OATP1B3 inhibitior	+	0.9169	91.69%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6933	69.33%
P-glycoprotein inhibitior	-	0.8700	87.00%
P-glycoprotein substrate	-	0.7390	73.90%
CYP3A4 substrate	-	0.5131	51.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8124	81.24%
CYP3A4 inhibition	-	0.7077	70.77%
CYP2C9 inhibition	-	0.6997	69.97%
CYP2C19 inhibition	-	0.6123	61.23%
CYP2D6 inhibition	-	0.8948	89.48%
CYP1A2 inhibition	+	0.5325	53.25%
CYP2C8 inhibition	-	0.8373	83.73%
CYP inhibitory promiscuity	-	0.5406	54.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9440	94.40%
Carcinogenicity (trinary)	Non-required	0.6682	66.82%
Eye corrosion	-	0.9733	97.33%
Eye irritation	+	0.7461	74.61%
Skin irritation	-	0.7556	75.56%
Skin corrosion	-	0.9261	92.61%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5715	57.15%
Micronuclear	+	0.5740	57.40%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7411	74.11%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8928	89.28%
Acute Oral Toxicity (c)	III	0.5469	54.69%
Estrogen receptor binding	+	0.6042	60.42%
Androgen receptor binding	+	0.5684	56.84%
Thyroid receptor binding	-	0.7085	70.85%
Glucocorticoid receptor binding	+	0.5752	57.52%
Aromatase binding	+	0.5830	58.30%
PPAR gamma	+	0.5961	59.61%
Honey bee toxicity	-	0.9465	94.65%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.6709	67.09%

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	98.85%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.64%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.79%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.71%	93.99%
CHEMBL2581	P07339	Cathepsin D	89.59%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.61%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.14%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.26%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	82.54%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.89%	86.92%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.15%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132822160
• LOTUS: LTS0121038
• wikiData: Q104197205