(4aR,8aR)-3,8a-dimethyl-5-methylidene-6,7,8,9-tetrahydro-4H-benzo[f][1]benzofuran-4a-ol

Details

• Internal ID: 6203eafe-0daf-44f5-8816-520ce19ed776
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (4aR,8aR)-3,8a-dimethyl-5-methylidene-6,7,8,9-tetrahydro-4H-benzo[f][1]benzofuran-4a-ol
• InChI: InChI=1S/C15H20O2/c1-10-9-17-13-8-14(3)6-4-5-11(2)15(14,16)7-12(10)13/h9,16H,2,4-8H2,1,3H3/t14-,15-/m1/s1
• InChI Key: RAUXZHDMRMHNGJ-HUUCEWRRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 33.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8330	83.30%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5517	55.17%
OATP2B1 inhibitior	-	0.8512	85.12%
OATP1B1 inhibitior	+	0.9131	91.31%
OATP1B3 inhibitior	+	0.9106	91.06%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8791	87.91%
P-glycoprotein inhibitior	-	0.9280	92.80%
P-glycoprotein substrate	-	0.9370	93.70%
CYP3A4 substrate	+	0.5595	55.95%
CYP2C9 substrate	+	0.5680	56.80%
CYP2D6 substrate	-	0.7262	72.62%
CYP3A4 inhibition	+	0.5123	51.23%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	+	0.6968	69.68%
CYP2D6 inhibition	-	0.8986	89.86%
CYP1A2 inhibition	+	0.7354	73.54%
CYP2C8 inhibition	-	0.7195	71.95%
CYP inhibitory promiscuity	-	0.5620	56.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.4429	44.29%
Eye corrosion	-	0.9914	99.14%
Eye irritation	+	0.7910	79.10%
Skin irritation	-	0.6057	60.57%
Skin corrosion	-	0.9287	92.87%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5171	51.71%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5595	55.95%
skin sensitisation	-	0.6764	67.64%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7906	79.06%
Acute Oral Toxicity (c)	III	0.5480	54.80%
Estrogen receptor binding	-	0.7941	79.41%
Androgen receptor binding	+	0.6867	68.67%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5623	56.23%
Aromatase binding	-	0.5658	56.58%
PPAR gamma	-	0.5372	53.72%
Honey bee toxicity	-	0.9175	91.75%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	95.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.38%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.06%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.97%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	82.65%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.50%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.37%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.06%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.44%	86.33%

Plants that contains it

• Lophocolea heterophylla

Cross-Links

• PubChem: 102444964
• LOTUS: LTS0092641
• wikiData: Q105232891