6,7-Dihydroxy-3,6-dimethyl-4,5,7,7a-tetrahydro-1-benzofuran-2-one

Details

• Internal ID: 69e72719-70d6-4249-945d-2f82e924f462
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 6,7-dihydroxy-3,6-dimethyl-4,5,7,7a-tetrahydro-1-benzofuran-2-one
• SMILES (Canonical): CC1=C2CCC(C(C2OC1=O)O)(C)O
• SMILES (Isomeric): CC1=C2CCC(C(C2OC1=O)O)(C)O
• InChI: InChI=1S/C10H14O4/c1-5-6-3-4-10(2,13)8(11)7(6)14-9(5)12/h7-8,11,13H,3-4H2,1-2H3
• InChI Key: DIOYTQUSBRSEBD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₄
• Molecular Weight: 198.22 g/mol
• Exact Mass: 198.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.13
• 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	+	0.9779	97.79%
Caco-2	-	0.6429	64.29%
Blood Brain Barrier	-	0.6145	61.45%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7183	71.83%
OATP2B1 inhibitior	-	0.8466	84.66%
OATP1B1 inhibitior	+	0.9476	94.76%
OATP1B3 inhibitior	+	0.9517	95.17%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	-	0.9648	96.48%
P-glycoprotein inhibitior	-	0.9507	95.07%
P-glycoprotein substrate	-	0.9587	95.87%
CYP3A4 substrate	+	0.5581	55.81%
CYP2C9 substrate	-	0.7943	79.43%
CYP2D6 substrate	-	0.8694	86.94%
CYP3A4 inhibition	-	0.7740	77.40%
CYP2C9 inhibition	-	0.8456	84.56%
CYP2C19 inhibition	-	0.8296	82.96%
CYP2D6 inhibition	-	0.9124	91.24%
CYP1A2 inhibition	-	0.5325	53.25%
CYP2C8 inhibition	-	0.9850	98.50%
CYP inhibitory promiscuity	-	0.9350	93.50%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4479	44.79%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.6079	60.79%
Skin irritation	+	0.5959	59.59%
Skin corrosion	-	0.8000	80.00%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6846	68.46%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6660	66.60%
skin sensitisation	-	0.7833	78.33%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6441	64.41%
Acute Oral Toxicity (c)	III	0.3097	30.97%
Estrogen receptor binding	-	0.6900	69.00%
Androgen receptor binding	-	0.6124	61.24%
Thyroid receptor binding	-	0.6478	64.78%
Glucocorticoid receptor binding	-	0.6899	68.99%
Aromatase binding	-	0.8607	86.07%
PPAR gamma	-	0.7388	73.88%
Honey bee toxicity	-	0.9293	92.93%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9132	91.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.92%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.16%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.82%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.54%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.21%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.06%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.19%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.09%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.68%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.31%	97.25%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 3524396
• LOTUS: LTS0090783
• wikiData: Q104923778