6-Hydroxy-4-methoxy-3,4a,5-trimethyl-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-9-one

Details

• Internal ID: 6b7a9eb4-eccf-48b3-9aab-a258b4f4cd3b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 6-hydroxy-4-methoxy-3,4a,5-trimethyl-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-9-one
• SMILES (Canonical): CC1C(CCC2C1(C(C3=C(C2=O)OC=C3C)OC)C)O
• SMILES (Isomeric): CC1C(CCC2C1(C(C3=C(C2=O)OC=C3C)OC)C)O
• InChI: InChI=1S/C16H22O4/c1-8-7-20-14-12(8)15(19-4)16(3)9(2)11(17)6-5-10(16)13(14)18/h7,9-11,15,17H,5-6H2,1-4H3
• InChI Key: IFAGLCHIPRNJAM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.34 g/mol
• Exact Mass: 278.15180918 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.7067	70.67%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6515	65.15%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.8964	89.64%
OATP1B3 inhibitior	+	0.9332	93.32%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8481	84.81%
P-glycoprotein inhibitior	-	0.8569	85.69%
P-glycoprotein substrate	-	0.8350	83.50%
CYP3A4 substrate	+	0.6359	63.59%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8083	80.83%
CYP3A4 inhibition	-	0.6891	68.91%
CYP2C9 inhibition	-	0.8657	86.57%
CYP2C19 inhibition	-	0.8047	80.47%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.5491	54.91%
CYP2C8 inhibition	-	0.7931	79.31%
CYP inhibitory promiscuity	-	0.8880	88.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5171	51.71%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9550	95.50%
Skin irritation	-	0.6494	64.94%
Skin corrosion	-	0.8976	89.76%
Ames mutagenesis	-	0.6218	62.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.4901	49.01%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8428	84.28%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7584	75.84%
Acute Oral Toxicity (c)	III	0.4373	43.73%
Estrogen receptor binding	+	0.7322	73.22%
Androgen receptor binding	+	0.6583	65.83%
Thyroid receptor binding	+	0.6227	62.27%
Glucocorticoid receptor binding	+	0.6250	62.50%
Aromatase binding	-	0.6504	65.04%
PPAR gamma	+	0.5204	52.04%
Honey bee toxicity	-	0.8370	83.70%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.6750	67.50%

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	96.45%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.63%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.54%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.46%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.11%	92.94%
CHEMBL2581	P07339	Cathepsin D	87.53%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.10%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	85.86%	83.82%
CHEMBL1871	P10275	Androgen Receptor	84.77%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.41%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.83%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.02%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.30%	99.23%

Plants that contains it

• Othonna intermedia

Cross-Links

• PubChem: 163087333
• LOTUS: LTS0275238
• wikiData: Q105112066