(4aS,8aR,9aS)-3,4a-dimethyl-5-methylidene-4,6,7,8a,9,9a-hexahydrobenzo[f][1]benzofuran-2,8-dione

Details

• Internal ID: 1b4bf76a-89a3-45b3-b45c-89abe97e7d9d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4aS,8aR,9aS)-3,4a-dimethyl-5-methylidene-4,6,7,8a,9,9a-hexahydrobenzo[f][1]benzofuran-2,8-dione
• SMILES (Canonical): CC1=C2CC3(C(CC2OC1=O)C(=O)CCC3=C)C
• SMILES (Isomeric): CC1=C2C[C@]3([C@@H](C[C@@H]2OC1=O)C(=O)CCC3=C)C
• InChI: InChI=1S/C15H18O3/c1-8-4-5-12(16)11-6-13-10(7-15(8,11)3)9(2)14(17)18-13/h11,13H,1,4-7H2,2-3H3/t11-,13-,15+/m0/s1
• InChI Key: ACJFMILVVPRTRP-CORIIIEPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.56
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.8009	80.09%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6983	69.83%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.8658	86.58%
OATP1B3 inhibitior	+	0.9147	91.47%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.7500	75.00%
BSEP inhibitior	-	0.8659	86.59%
P-glycoprotein inhibitior	-	0.9004	90.04%
P-glycoprotein substrate	-	0.9206	92.06%
CYP3A4 substrate	+	0.5955	59.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9026	90.26%
CYP3A4 inhibition	-	0.5927	59.27%
CYP2C9 inhibition	-	0.9317	93.17%
CYP2C19 inhibition	-	0.7370	73.70%
CYP2D6 inhibition	-	0.9415	94.15%
CYP1A2 inhibition	+	0.6428	64.28%
CYP2C8 inhibition	-	0.9293	92.93%
CYP inhibitory promiscuity	-	0.8568	85.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5185	51.85%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.6356	63.56%
Skin irritation	+	0.5353	53.53%
Skin corrosion	-	0.8697	86.97%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4672	46.72%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.6229	62.29%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.7538	75.38%
Acute Oral Toxicity (c)	III	0.7643	76.43%
Estrogen receptor binding	-	0.5847	58.47%
Androgen receptor binding	-	0.5349	53.49%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5632	56.32%
Aromatase binding	-	0.7914	79.14%
PPAR gamma	-	0.6621	66.21%
Honey bee toxicity	-	0.7565	75.65%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.59%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.46%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.22%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.43%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.49%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.21%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.34%	97.14%

Plants that contains it

• Smyrnium creticum

Cross-Links

• PubChem: 162963419
• LOTUS: LTS0275503
• wikiData: Q104909123