3,7,9-Trihydroxy-3-methyl-1,4-dihydrocyclohepta[c]pyran-6-one

Details

• Internal ID: f8398c7f-1fa2-4c50-a5a7-934dbe467171
• Taxonomy: Hydrocarbon derivatives > Tropones > Tropolones
• IUPAC Name: (3S)-3,6,9-trihydroxy-3-methyl-1,4-dihydrocyclohepta[c]pyran-7-one
• InChI: InChI=1S/C11H12O5/c1-11(15)4-6-2-9(13)10(14)3-8(12)7(6)5-16-11/h2-3,12,15H,4-5H2,1H3,(H,13,14)/t11-/m0/s1
• InChI Key: JKLMRPSQVILGMY-NSHDSACASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₅
• Molecular Weight: 224.21 g/mol
• Exact Mass: 224.06847348 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): 0.24
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• 3,7,9-trihydroxy-3-methyl-1,4-dihydrocyclohepta[c]pyran-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9419	94.19%
Caco-2	+	0.5574	55.74%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6903	69.03%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9324	93.24%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9401	94.01%
P-glycoprotein inhibitior	-	0.9697	96.97%
P-glycoprotein substrate	-	0.9204	92.04%
CYP3A4 substrate	-	0.5371	53.71%
CYP2C9 substrate	-	0.5865	58.65%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.8959	89.59%
CYP2C9 inhibition	-	0.9132	91.32%
CYP2C19 inhibition	-	0.7945	79.45%
CYP2D6 inhibition	-	0.9124	91.24%
CYP1A2 inhibition	-	0.5995	59.95%
CYP2C8 inhibition	-	0.9571	95.71%
CYP inhibitory promiscuity	-	0.9807	98.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6357	63.57%
Eye corrosion	-	0.9830	98.30%
Eye irritation	+	0.8394	83.94%
Skin irritation	-	0.6473	64.73%
Skin corrosion	-	0.9163	91.63%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7232	72.32%
Micronuclear	-	0.6260	62.60%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8183	81.83%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6464	64.64%
Acute Oral Toxicity (c)	III	0.4908	49.08%
Estrogen receptor binding	+	0.7000	70.00%
Androgen receptor binding	-	0.4863	48.63%
Thyroid receptor binding	-	0.5796	57.96%
Glucocorticoid receptor binding	+	0.6107	61.07%
Aromatase binding	-	0.6697	66.97%
PPAR gamma	+	0.5726	57.26%
Honey bee toxicity	-	0.9212	92.12%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9321	93.21%

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	99.19%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.49%	94.45%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	93.84%	85.30%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.75%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.97%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.64%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	88.68%	91.49%
CHEMBL2581	P07339	Cathepsin D	88.11%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.54%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.14%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.67%	93.99%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.50%	85.11%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.32%	93.04%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.38%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.22%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.31%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162897251
• LOTUS: LTS0078668
• wikiData: Q105130317