4,5-dihydroxy-6,6,9a-trimethyl-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-3-one

Details

• Internal ID: d4f7bdd6-8e97-41cd-940d-6f628e2e46f2
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 4,5-dihydroxy-6,6,9a-trimethyl-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-3-one
• SMILES (Canonical): CC1(CCCC2(C1C(C(C3=C2COC3=O)O)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1C(C(C3=C2COC3=O)O)O)C)C
• InChI: InChI=1S/C15H22O4/c1-14(2)5-4-6-15(3)8-7-19-13(18)9(8)10(16)11(17)12(14)15/h10-12,16-17H,4-7H2,1-3H3
• InChI Key: VUKDAGKHYBRCNR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.41
• 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	+	0.9762	97.62%
Caco-2	+	0.7968	79.68%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8100	81.00%
OATP2B1 inhibitior	-	0.8495	84.95%
OATP1B1 inhibitior	+	0.8975	89.75%
OATP1B3 inhibitior	+	0.9590	95.90%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7909	79.09%
P-glycoprotein inhibitior	-	0.8472	84.72%
P-glycoprotein substrate	-	0.9360	93.60%
CYP3A4 substrate	+	0.5381	53.81%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.8718	87.18%
CYP3A4 inhibition	-	0.8659	86.59%
CYP2C9 inhibition	-	0.7420	74.20%
CYP2C19 inhibition	-	0.8279	82.79%
CYP2D6 inhibition	-	0.8958	89.58%
CYP1A2 inhibition	-	0.5257	52.57%
CYP2C8 inhibition	-	0.9373	93.73%
CYP inhibitory promiscuity	-	0.8377	83.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4419	44.19%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.7596	75.96%
Skin irritation	+	0.5544	55.44%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7195	71.95%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5303	53.03%
skin sensitisation	-	0.8052	80.52%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7007	70.07%
Acute Oral Toxicity (c)	III	0.6774	67.74%
Estrogen receptor binding	-	0.5075	50.75%
Androgen receptor binding	-	0.5531	55.31%
Thyroid receptor binding	-	0.5387	53.87%
Glucocorticoid receptor binding	-	0.4634	46.34%
Aromatase binding	-	0.6183	61.83%
PPAR gamma	+	0.6927	69.27%
Honey bee toxicity	-	0.8966	89.66%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9967	99.67%

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	94.72%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.35%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.60%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.28%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.91%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.85%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.13%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.07%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.13%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.53%	82.69%

Plants that contains it

• Makinoa crispata

Cross-Links

• PubChem: 14563810
• LOTUS: LTS0042532
• wikiData: Q105297258