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

Details

• Internal ID: 8d420ec2-74f5-4d09-9592-872a308d4aae
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: (1,3-diacetyloxy-4a-hydroxy-4,4,7,11b-tetramethyl-2,3,5,6-tetrahydro-1H-naphtho[2,1-f][1]benzofuran-2-yl) acetate
• InChI: InChI=1S/C26H32O8/c1-13-17-8-10-26(30)24(5,6)22(33-15(3)28)21(32-14(2)27)23(34-16(4)29)25(26,7)19(17)12-20-18(13)9-11-31-20/h9,11-12,21-23,30H,8,10H2,1-7H3
• InChI Key: XOTNHMCJXKGKCN-UHFFFAOYSA-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: 3.70
• Atomic LogP (AlogP): 3.51
• 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	+	0.9886	98.86%
Caco-2	-	0.5722	57.22%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7486	74.86%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9006	90.06%
OATP1B3 inhibitior	+	0.8660	86.60%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8463	84.63%
P-glycoprotein inhibitior	+	0.7938	79.38%
P-glycoprotein substrate	-	0.7408	74.08%
CYP3A4 substrate	+	0.6683	66.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8251	82.51%
CYP3A4 inhibition	-	0.7211	72.11%
CYP2C9 inhibition	-	0.7349	73.49%
CYP2C19 inhibition	-	0.8377	83.77%
CYP2D6 inhibition	-	0.9464	94.64%
CYP1A2 inhibition	-	0.6447	64.47%
CYP2C8 inhibition	-	0.5883	58.83%
CYP inhibitory promiscuity	-	0.9460	94.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5409	54.09%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8897	88.97%
Skin irritation	-	0.7004	70.04%
Skin corrosion	-	0.8592	85.92%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3863	38.63%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5449	54.49%
skin sensitisation	-	0.8440	84.40%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.9174	91.74%
Acute Oral Toxicity (c)	III	0.5205	52.05%
Estrogen receptor binding	+	0.7815	78.15%
Androgen receptor binding	+	0.6757	67.57%
Thyroid receptor binding	+	0.6394	63.94%
Glucocorticoid receptor binding	+	0.7336	73.36%
Aromatase binding	+	0.6233	62.33%
PPAR gamma	+	0.7410	74.10%
Honey bee toxicity	-	0.8548	85.48%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9720	97.20%

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	98.44%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.40%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.66%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.74%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.04%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.46%	89.00%
CHEMBL240	Q12809	HERG	87.73%	89.76%
CHEMBL2581	P07339	Cathepsin D	85.45%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.96%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.32%	95.89%
CHEMBL2056	P21728	Dopamine D1 receptor	82.15%	91.00%
CHEMBL4208	P20618	Proteasome component C5	81.84%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.59%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.34%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75051837
• LOTUS: LTS0193382
• wikiData: Q105337914