(3aR,4aR,5R,6S,9aR)-6-hydroxy-4a,5-dimethyl-3-methylidene-4,5,6,7,8,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one

Details

• Internal ID: 87e3c41b-f577-4fa8-befb-8db28242bbbb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aR,4aR,5R,6S,9aR)-6-hydroxy-4a,5-dimethyl-3-methylidene-4,5,6,7,8,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H20O3/c1-8-11-7-15(3)9(2)12(16)5-4-10(15)6-13(11)18-14(8)17/h6,9,11-13,16H,1,4-5,7H2,2-3H3/t9-,11+,12-,13+,15+/m0/s1
• InChI Key: NIJNHMAXAKFJNG-PLNRXTSHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 3
• 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	+	0.9968	99.68%
Caco-2	+	0.7965	79.65%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7508	75.08%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8777	87.77%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.6401	64.01%
BSEP inhibitior	-	0.9533	95.33%
P-glycoprotein inhibitior	-	0.8970	89.70%
P-glycoprotein substrate	-	0.8604	86.04%
CYP3A4 substrate	+	0.6092	60.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8379	83.79%
CYP3A4 inhibition	-	0.5092	50.92%
CYP2C9 inhibition	-	0.9116	91.16%
CYP2C19 inhibition	-	0.7134	71.34%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	-	0.6548	65.48%
CYP2C8 inhibition	-	0.8039	80.39%
CYP inhibitory promiscuity	-	0.8995	89.95%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4993	49.93%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9556	95.56%
Skin irritation	+	0.5863	58.63%
Skin corrosion	-	0.9113	91.13%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7129	71.29%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.6976	69.76%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.6306	63.06%
Acute Oral Toxicity (c)	III	0.4980	49.80%
Estrogen receptor binding	-	0.5454	54.54%
Androgen receptor binding	-	0.5839	58.39%
Thyroid receptor binding	-	0.7156	71.56%
Glucocorticoid receptor binding	+	0.5575	55.75%
Aromatase binding	-	0.5678	56.78%
PPAR gamma	-	0.6434	64.34%
Honey bee toxicity	-	0.8176	81.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9953	99.53%

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	94.04%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.78%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.59%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.69%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.91%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.33%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.44%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.72%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.43%	99.23%

Plants that contains it

• Stevia achalensis

Cross-Links

• PubChem: 163037415
• LOTUS: LTS0202203
• wikiData: Q105179842