[(4S,4aR,5R,6S)-6-hydroxy-3,4a,5-trimethyl-5,6,7,9-tetrahydro-4H-benzo[f][1]benzofuran-4-yl] 3-methylbutanoate

Details

• Internal ID: 8d70de15-c81b-4328-807d-e6598bd0ef7d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(4S,4aR,5R,6S)-6-hydroxy-3,4a,5-trimethyl-5,6,7,9-tetrahydro-4H-benzo[f][1]benzofuran-4-yl] 3-methylbutanoate
• InChI: InChI=1S/C20H28O4/c1-11(2)8-17(22)24-19-18-12(3)10-23-16(18)9-14-6-7-15(21)13(4)20(14,19)5/h6,10-11,13,15,19,21H,7-9H2,1-5H3/t13-,15-,19+,20+/m0/s1
• InChI Key: BXZWIUVNHZFQCC-DZXDFRQDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.11
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8401	84.01%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6689	66.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8606	86.06%
OATP1B3 inhibitior	+	0.8426	84.26%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5562	55.62%
P-glycoprotein inhibitior	-	0.6148	61.48%
P-glycoprotein substrate	-	0.5898	58.98%
CYP3A4 substrate	+	0.6452	64.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8110	81.10%
CYP3A4 inhibition	+	0.5159	51.59%
CYP2C9 inhibition	-	0.5764	57.64%
CYP2C19 inhibition	-	0.5973	59.73%
CYP2D6 inhibition	-	0.8984	89.84%
CYP1A2 inhibition	-	0.5217	52.17%
CYP2C8 inhibition	-	0.7500	75.00%
CYP inhibitory promiscuity	-	0.5184	51.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.4799	47.99%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9856	98.56%
Skin irritation	-	0.6197	61.97%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	-	0.5436	54.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6588	65.88%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5056	50.56%
skin sensitisation	-	0.6718	67.18%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8715	87.15%
Acute Oral Toxicity (c)	I	0.3821	38.21%
Estrogen receptor binding	+	0.5647	56.47%
Androgen receptor binding	+	0.6385	63.85%
Thyroid receptor binding	+	0.5167	51.67%
Glucocorticoid receptor binding	+	0.8151	81.51%
Aromatase binding	+	0.5399	53.99%
PPAR gamma	+	0.6604	66.04%
Honey bee toxicity	-	0.7721	77.21%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.37%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.26%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.33%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.62%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.52%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.33%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.23%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.92%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	81.84%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.64%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.35%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	80.51%	92.50%

Plants that contains it

• Senecio subumbellatus

Cross-Links

• PubChem: 15694270
• LOTUS: LTS0142690
• wikiData: Q104949033