(4aR,5S,8R,9aR)-8,8a-dihydroxy-3,4a,5-trimethyl-5,6,7,8,9,9a-hexahydro-4H-benzo[f][1]benzofuran-2-one

Details

• Internal ID: a4878bb7-a1cf-4ae9-8d27-c263b5c8f270
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4aR,5S,8R,9aR)-8,8a-dihydroxy-3,4a,5-trimethyl-5,6,7,8,9,9a-hexahydro-4H-benzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H22O4/c1-8-4-5-12(16)15(18)7-11-10(6-14(8,15)3)9(2)13(17)19-11/h8,11-12,16,18H,4-7H2,1-3H3/t8-,11+,12+,14+,15?/m0/s1
• InChI Key: WWVGDHWKSRNIDY-OYUUHLIXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9852	98.52%
Caco-2	+	0.6483	64.83%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7441	74.41%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.9230	92.30%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	-	0.7857	78.57%
P-glycoprotein inhibitior	-	0.9181	91.81%
P-glycoprotein substrate	-	0.8495	84.95%
CYP3A4 substrate	+	0.6685	66.85%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.6972	69.72%
CYP2C9 inhibition	-	0.8652	86.52%
CYP2C19 inhibition	-	0.7973	79.73%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.6444	64.44%
CYP2C8 inhibition	-	0.8949	89.49%
CYP inhibitory promiscuity	-	0.9553	95.53%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4396	43.96%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9498	94.98%
Skin irritation	+	0.7093	70.93%
Skin corrosion	-	0.9116	91.16%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5571	55.71%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	-	0.8367	83.67%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.4654	46.54%
Acute Oral Toxicity (c)	I	0.3839	38.39%
Estrogen receptor binding	+	0.6025	60.25%
Androgen receptor binding	+	0.5391	53.91%
Thyroid receptor binding	+	0.6171	61.71%
Glucocorticoid receptor binding	+	0.6060	60.60%
Aromatase binding	-	0.5985	59.85%
PPAR gamma	-	0.5272	52.72%
Honey bee toxicity	-	0.9348	93.48%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9893	98.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.07%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.09%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.94%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.53%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.18%	96.09%
CHEMBL2581	P07339	Cathepsin D	84.93%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	84.73%	94.75%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.48%	97.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.54%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.03%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.75%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.65%	93.03%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.45%	86.00%
CHEMBL1871	P10275	Androgen Receptor	80.61%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.13%	99.23%

Plants that contains it

• Senecio mairetianus

Cross-Links

• PubChem: 163187342
• LOTUS: LTS0088838
• wikiData: Q105314355