6,6,9a-trimethyl-3,5,5a,7,8,9-hexahydro-1H-benzo[g][2]benzofuran-1,5,9b-triol

Details

• Internal ID: 75179725-bf45-4de8-ab85-8b0e4e7e34e7
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 6,6,9a-trimethyl-3,5,5a,7,8,9-hexahydro-1H-benzo[g][2]benzofuran-1,5,9b-triol
• InChI: InChI=1S/C15H24O4/c1-13(2)5-4-6-14(3)11(13)10(16)7-9-8-19-12(17)15(9,14)18/h7,10-12,16-18H,4-6,8H2,1-3H3
• InChI Key: FRWRTYDHUNFKOE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.20
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9739	97.39%
Caco-2	+	0.6816	68.16%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7487	74.87%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8599	85.99%
OATP1B3 inhibitior	+	0.9092	90.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8747	87.47%
P-glycoprotein inhibitior	-	0.9483	94.83%
P-glycoprotein substrate	-	0.8825	88.25%
CYP3A4 substrate	+	0.5593	55.93%
CYP2C9 substrate	-	0.5942	59.42%
CYP2D6 substrate	-	0.8129	81.29%
CYP3A4 inhibition	-	0.8835	88.35%
CYP2C9 inhibition	-	0.6849	68.49%
CYP2C19 inhibition	-	0.8057	80.57%
CYP2D6 inhibition	-	0.8957	89.57%
CYP1A2 inhibition	-	0.5907	59.07%
CYP2C8 inhibition	-	0.7788	77.88%
CYP inhibitory promiscuity	-	0.7705	77.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4978	49.78%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9116	91.16%
Skin irritation	-	0.5576	55.76%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6701	67.01%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6950	69.50%
skin sensitisation	-	0.7943	79.43%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.4847	48.47%
Acute Oral Toxicity (c)	III	0.5872	58.72%
Estrogen receptor binding	-	0.5596	55.96%
Androgen receptor binding	+	0.5953	59.53%
Thyroid receptor binding	+	0.6689	66.89%
Glucocorticoid receptor binding	-	0.5052	50.52%
Aromatase binding	+	0.5545	55.45%
PPAR gamma	-	0.7118	71.18%
Honey bee toxicity	-	0.8574	85.74%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9903	99.03%

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	92.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.54%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.76%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.86%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.60%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.07%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.84%	92.94%

Plants that contains it

• Taxus chinensis

Cross-Links

• PubChem: 14017880
• LOTUS: LTS0167074
• wikiData: Q104166725