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

Details

• Internal ID: eda30272-c5fa-4a61-861b-571b2652b601
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 4,5-dihydroxy-6,6,9a-trimethyl-4,5,5a,7,8,9-hexahydro-3H-benzo[g][2]benzofuran-1-one
• SMILES (Canonical): CC1(CCCC2(C1C(C(C3=C2C(=O)OC3)O)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1C(C(C3=C2C(=O)OC3)O)O)C)C
• InChI: InChI=1S/C15H22O4/c1-14(2)5-4-6-15(3)9-8(7-19-13(9)18)10(16)11(17)12(14)15/h10-12,16-17H,4-7H2,1-3H3
• InChI Key: GIAMLDHPAMQJAT-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	+	0.9822	98.22%
Caco-2	+	0.7540	75.40%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8232	82.32%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.9094	90.94%
OATP1B3 inhibitior	+	0.9003	90.03%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7248	72.48%
P-glycoprotein inhibitior	-	0.8691	86.91%
P-glycoprotein substrate	-	0.9253	92.53%
CYP3A4 substrate	+	0.5441	54.41%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.8718	87.18%
CYP3A4 inhibition	-	0.8740	87.40%
CYP2C9 inhibition	-	0.6628	66.28%
CYP2C19 inhibition	-	0.8107	81.07%
CYP2D6 inhibition	-	0.8981	89.81%
CYP1A2 inhibition	-	0.5648	56.48%
CYP2C8 inhibition	-	0.9042	90.42%
CYP inhibitory promiscuity	-	0.8344	83.44%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4982	49.82%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.7102	71.02%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7118	71.18%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	-	0.7910	79.10%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6166	61.66%
Acute Oral Toxicity (c)	III	0.6186	61.86%
Estrogen receptor binding	-	0.5171	51.71%
Androgen receptor binding	-	0.5325	53.25%
Thyroid receptor binding	-	0.5086	50.86%
Glucocorticoid receptor binding	+	0.5578	55.78%
Aromatase binding	-	0.6907	69.07%
PPAR gamma	-	0.5957	59.57%
Honey bee toxicity	-	0.8663	86.63%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9931	99.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.21%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.25%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.04%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.63%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.83%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.55%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.65%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.62%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.00%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.57%	97.09%

Plants that contains it

• Warburgia stuhlmannii

Cross-Links

• PubChem: 163034574
• LOTUS: LTS0027283
• wikiData: Q105008832