(1,9b-Dihydroxy-6,6,9a-trimethyl-3-oxo-1,5,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-5-yl) acetate

Details

• Internal ID: bba66454-b4f0-4f95-af98-960d3d1acca0
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1,9b-dihydroxy-6,6,9a-trimethyl-3-oxo-1,5,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-5-yl) acetate
• SMILES (Canonical): CC(=O)OC1C=C2C(=O)OC(C2(C3(C1C(CCC3)(C)C)C)O)O
• SMILES (Isomeric): CC(=O)OC1C=C2C(=O)OC(C2(C3(C1C(CCC3)(C)C)C)O)O
• InChI: InChI=1S/C17H24O6/c1-9(18)22-11-8-10-13(19)23-14(20)17(10,21)16(4)7-5-6-15(2,3)12(11)16/h8,11-12,14,20-21H,5-7H2,1-4H3
• InChI Key: AXYROLCKVUMFEF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₆
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.15728848 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9785	97.85%
Caco-2	+	0.5821	58.21%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8071	80.71%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8304	83.04%
OATP1B3 inhibitior	-	0.3157	31.57%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5353	53.53%
BSEP inhibitior	-	0.8563	85.63%
P-glycoprotein inhibitior	-	0.7978	79.78%
P-glycoprotein substrate	-	0.8205	82.05%
CYP3A4 substrate	+	0.6248	62.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8963	89.63%
CYP3A4 inhibition	-	0.7451	74.51%
CYP2C9 inhibition	-	0.5564	55.64%
CYP2C19 inhibition	-	0.7341	73.41%
CYP2D6 inhibition	-	0.9149	91.49%
CYP1A2 inhibition	+	0.5981	59.81%
CYP2C8 inhibition	-	0.7730	77.30%
CYP inhibitory promiscuity	-	0.8042	80.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4893	48.93%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9314	93.14%
Skin irritation	+	0.4944	49.44%
Skin corrosion	-	0.9030	90.30%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7373	73.73%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5324	53.24%
skin sensitisation	-	0.7525	75.25%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5634	56.34%
Acute Oral Toxicity (c)	III	0.3727	37.27%
Estrogen receptor binding	+	0.7033	70.33%
Androgen receptor binding	+	0.5676	56.76%
Thyroid receptor binding	+	0.5893	58.93%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5462	54.62%
PPAR gamma	-	0.5539	55.39%
Honey bee toxicity	-	0.8107	81.07%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.9964	99.64%

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	97.27%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.14%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.56%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.96%	82.69%
CHEMBL2581	P07339	Cathepsin D	86.30%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.78%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.68%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.25%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.55%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.26%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.02%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.02%	97.09%

Plants that contains it

• Warburgia salutaris
• Warburgia ugandensis

Cross-Links

• PubChem: 73317191
• LOTUS: LTS0105869
• wikiData: Q104920915