3,4a,5-Trimethyl-2,3a,4,5,6,7,8,9a-octahydrobenzo[f][1]benzofuran-3,6-diol

Details

• Internal ID: c478659f-ce15-47f6-8158-0bffabf95a24
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 3,4a,5-trimethyl-2,3a,4,5,6,7,8,9a-octahydrobenzo[f][1]benzofuran-3,6-diol
• SMILES (Canonical): CC1C(CCC2=CC3C(CC12C)C(CO3)(C)O)O
• SMILES (Isomeric): CC1C(CCC2=CC3C(CC12C)C(CO3)(C)O)O
• InChI: InChI=1S/C15H24O3/c1-9-12(16)5-4-10-6-13-11(7-14(9,10)2)15(3,17)8-18-13/h6,9,11-13,16-17H,4-5,7-8H2,1-3H3
• InChI Key: AFLFYVGFIJZIKQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 3
• 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	+	0.9954	99.54%
Caco-2	+	0.8248	82.48%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6752	67.52%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9097	90.97%
OATP1B3 inhibitior	+	0.9854	98.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5064	50.64%
BSEP inhibitior	-	0.8752	87.52%
P-glycoprotein inhibitior	-	0.9248	92.48%
P-glycoprotein substrate	-	0.8099	80.99%
CYP3A4 substrate	+	0.6077	60.77%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.7670	76.70%
CYP3A4 inhibition	-	0.8081	80.81%
CYP2C9 inhibition	-	0.8491	84.91%
CYP2C19 inhibition	-	0.8232	82.32%
CYP2D6 inhibition	-	0.9276	92.76%
CYP1A2 inhibition	-	0.7731	77.31%
CYP2C8 inhibition	-	0.7427	74.27%
CYP inhibitory promiscuity	-	0.8285	82.85%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4208	42.08%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9602	96.02%
Skin irritation	+	0.5132	51.32%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.5507	55.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.5845	58.45%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8623	86.23%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6487	64.87%
Acute Oral Toxicity (c)	III	0.4769	47.69%
Estrogen receptor binding	-	0.6837	68.37%
Androgen receptor binding	-	0.6660	66.60%
Thyroid receptor binding	+	0.6626	66.26%
Glucocorticoid receptor binding	-	0.4732	47.32%
Aromatase binding	-	0.5809	58.09%
PPAR gamma	-	0.7700	77.00%
Honey bee toxicity	-	0.8461	84.61%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9584	95.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	95.04%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.74%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.92%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.30%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.82%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.04%	92.94%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.38%	89.05%
CHEMBL221	P23219	Cyclooxygenase-1	86.67%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.24%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.66%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	83.17%	83.82%
CHEMBL2581	P07339	Cathepsin D	81.09%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162883156
• LOTUS: LTS0118361
• wikiData: Q103816072