[(1S,4aR,5S,6S,11bR)-5,6-diacetyloxy-4a-hydroxy-4,4,7,11b-tetramethyl-2,3,5,6-tetrahydro-1H-naphtho[2,1-f][1]benzofuran-1-yl] acetate

Details

• Internal ID: 5c9b5ec0-480a-4317-bbef-15dcc68ddbf7
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: [(1S,4aR,5S,6S,11bR)-5,6-diacetyloxy-4a-hydroxy-4,4,7,11b-tetramethyl-2,3,5,6-tetrahydro-1H-naphtho[2,1-f][1]benzofuran-1-yl] acetate
• InChI: InChI=1S/C26H32O8/c1-13-17-9-11-31-19(17)12-18-21(13)22(33-15(3)28)23(34-16(4)29)26(30)24(5,6)10-8-20(25(18,26)7)32-14(2)27/h9,11-12,20,22-23,30H,8,10H2,1-7H3/t20-,22-,23-,25+,26+/m0/s1
• InChI Key: JEQXSBQFTLPLPR-KJWOLZFWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₈
• Molecular Weight: 472.50 g/mol
• Exact Mass: 472.20971797 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.03
• 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	+	0.9756	97.56%
Caco-2	-	0.5451	54.51%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7813	78.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8913	89.13%
OATP1B3 inhibitior	+	0.7915	79.15%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	+	0.7807	78.07%
P-glycoprotein inhibitior	+	0.8116	81.16%
P-glycoprotein substrate	-	0.5780	57.80%
CYP3A4 substrate	+	0.6847	68.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8251	82.51%
CYP3A4 inhibition	-	0.6800	68.00%
CYP2C9 inhibition	-	0.5276	52.76%
CYP2C19 inhibition	-	0.7191	71.91%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	+	0.5922	59.22%
CYP2C8 inhibition	+	0.5892	58.92%
CYP inhibitory promiscuity	-	0.8828	88.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5286	52.86%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.6850	68.50%
Skin corrosion	-	0.8511	85.11%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5127	51.27%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5517	55.17%
skin sensitisation	-	0.8668	86.68%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8775	87.75%
Acute Oral Toxicity (c)	III	0.5190	51.90%
Estrogen receptor binding	+	0.7472	74.72%
Androgen receptor binding	+	0.7489	74.89%
Thyroid receptor binding	+	0.5712	57.12%
Glucocorticoid receptor binding	+	0.7338	73.38%
Aromatase binding	+	0.5674	56.74%
PPAR gamma	+	0.6560	65.60%
Honey bee toxicity	-	0.8397	83.97%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9912	99.12%

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	97.85%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.61%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.96%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.10%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.81%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.55%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.93%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.54%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.27%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.65%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.38%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.29%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.26%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102103763
• LOTUS: LTS0206887
• wikiData: Q105126361