methyl 1,3-diacetyloxy-4a-hydroxy-4,4,11b-trimethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-7-carboxylate

Details

• Internal ID: 0219bb57-0c10-4f5e-ae18-1e82b8477051
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: methyl 1,3-diacetyloxy-4a-hydroxy-4,4,11b-trimethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-7-carboxylate
• InChI: InChI=1S/C25H34O8/c1-13(26)32-19-12-20(33-14(2)27)24(5)17-11-18-16(8-10-31-18)21(22(28)30-6)15(17)7-9-25(24,29)23(19,3)4/h8,10,15,17,19-21,29H,7,9,11-12H2,1-6H3
• InChI Key: XAZRHSRSLHQJLN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₈
• Molecular Weight: 462.50 g/mol
• Exact Mass: 462.22536804 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 8
• 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	+	0.9885	98.85%
Caco-2	-	0.6201	62.01%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8808	88.08%
OATP1B3 inhibitior	+	0.8451	84.51%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	+	0.8288	82.88%
P-glycoprotein inhibitior	+	0.7183	71.83%
P-glycoprotein substrate	-	0.5749	57.49%
CYP3A4 substrate	+	0.7145	71.45%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.8292	82.92%
CYP3A4 inhibition	-	0.6627	66.27%
CYP2C9 inhibition	-	0.6585	65.85%
CYP2C19 inhibition	-	0.7532	75.32%
CYP2D6 inhibition	-	0.9488	94.88%
CYP1A2 inhibition	-	0.6166	61.66%
CYP2C8 inhibition	+	0.5836	58.36%
CYP inhibitory promiscuity	-	0.9444	94.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6268	62.68%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9088	90.88%
Skin irritation	-	0.6988	69.88%
Skin corrosion	-	0.9196	91.96%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7056	70.56%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.8887	88.87%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.5604	56.04%
Acute Oral Toxicity (c)	II	0.3915	39.15%
Estrogen receptor binding	+	0.9230	92.30%
Androgen receptor binding	+	0.7422	74.22%
Thyroid receptor binding	+	0.5939	59.39%
Glucocorticoid receptor binding	+	0.8325	83.25%
Aromatase binding	+	0.7268	72.68%
PPAR gamma	+	0.6318	63.18%
Honey bee toxicity	-	0.7528	75.28%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9822	98.22%

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	97.64%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.11%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.24%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.44%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	87.99%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.60%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.83%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.62%	92.62%
CHEMBL2581	P07339	Cathepsin D	84.30%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.91%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.72%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.89%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.86%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.79%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72812685
• LOTUS: LTS0007986
• wikiData: Q105202704