(4aR,5S,8R,8aR,9aR)-8a-hydroxy-8,9a-dimethoxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-2-one

Details

• Internal ID: 74a72197-62f2-43a7-a2ec-75ce99c633f4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4aR,5S,8R,8aR,9aR)-8a-hydroxy-8,9a-dimethoxy-3,4a,5-trimethyl-4,5,6,7,8,9-hexahydrobenzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C17H26O5/c1-10-6-7-13(20-4)16(19)9-17(21-5)12(8-15(10,16)3)11(2)14(18)22-17/h10,13,19H,6-9H2,1-5H3/t10-,13+,15+,16-,17+/m0/s1
• InChI Key: JJZMOTBKCPPIRK-UVEMTJMWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₅
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.17802393 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.7604	76.04%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7280	72.80%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9006	90.06%
OATP1B3 inhibitior	+	0.9145	91.45%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5571	55.71%
BSEP inhibitior	-	0.7533	75.33%
P-glycoprotein inhibitior	-	0.7702	77.02%
P-glycoprotein substrate	-	0.8212	82.12%
CYP3A4 substrate	+	0.6513	65.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8846	88.46%
CYP3A4 inhibition	-	0.6646	66.46%
CYP2C9 inhibition	-	0.7735	77.35%
CYP2C19 inhibition	-	0.6967	69.67%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	-	0.5167	51.67%
CYP2C8 inhibition	-	0.7614	76.14%
CYP inhibitory promiscuity	-	0.9137	91.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4989	49.89%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.7395	73.95%
Skin irritation	+	0.6016	60.16%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4765	47.65%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6333	63.33%
skin sensitisation	-	0.8691	86.91%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.6336	63.36%
Acute Oral Toxicity (c)	IV	0.3296	32.96%
Estrogen receptor binding	+	0.6299	62.99%
Androgen receptor binding	+	0.5843	58.43%
Thyroid receptor binding	+	0.7452	74.52%
Glucocorticoid receptor binding	+	0.6561	65.61%
Aromatase binding	+	0.5630	56.30%
PPAR gamma	-	0.5227	52.27%
Honey bee toxicity	-	0.8846	88.46%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9781	97.81%

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	95.89%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.06%	91.11%
CHEMBL1871	P10275	Androgen Receptor	88.51%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.02%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.75%	97.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.68%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.22%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.31%	89.00%
CHEMBL1902	P62942	FK506-binding protein 1A	82.88%	97.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.60%	95.89%
CHEMBL2581	P07339	Cathepsin D	82.27%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.76%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.18%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.04%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.52%	93.03%

Plants that contains it

• Senecio mairetianus

Cross-Links

• PubChem: 16091619
• LOTUS: LTS0248329
• wikiData: Q105130073