Cedrunsin tetraacetate

Details

• Internal ID: 6ff82456-de4f-48c2-ad91-854c2bd6fce1
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 3-[(2S,3R)-7-acetyloxy-2-(4-acetyloxy-3-methoxyphenyl)-3-(acetyloxymethyl)-2,3-dihydro-1-benzofuran-5-yl]propyl acetate
• SMILES (Canonical): CC(=O)OCCCC1=CC2=C(C(=C1)OC(=O)C)OC(C2COC(=O)C)C3=CC(=C(C=C3)OC(=O)C)OC
• SMILES (Isomeric): CC(=O)OCCCC1=CC2=C(C(=C1)OC(=O)C)O[C@@H]([C@H]2COC(=O)C)C3=CC(=C(C=C3)OC(=O)C)OC
• InChI: InChI=1S/C27H30O10/c1-15(28)33-10-6-7-19-11-21-22(14-34-16(2)29)26(37-27(21)25(12-19)36-18(4)31)20-8-9-23(35-17(3)30)24(13-20)32-5/h8-9,11-13,22,26H,6-7,10,14H2,1-5H3/t22-,26+/m0/s1
• InChI Key: NBKXMCXVNUKNJF-BKMJKUGQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₀
• Molecular Weight: 514.50 g/mol
• Exact Mass: 514.18389715 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 10
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	-	0.6199	61.99%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7946	79.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8012	80.12%
OATP1B3 inhibitior	+	0.9242	92.42%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9879	98.79%
P-glycoprotein inhibitior	+	0.9389	93.89%
P-glycoprotein substrate	-	0.5000	50.00%
CYP3A4 substrate	+	0.6689	66.89%
CYP2C9 substrate	-	0.7816	78.16%
CYP2D6 substrate	-	0.7502	75.02%
CYP3A4 inhibition	-	0.7188	71.88%
CYP2C9 inhibition	+	0.7438	74.38%
CYP2C19 inhibition	+	0.6844	68.44%
CYP2D6 inhibition	-	0.9616	96.16%
CYP1A2 inhibition	-	0.5606	56.06%
CYP2C8 inhibition	+	0.8027	80.27%
CYP inhibitory promiscuity	+	0.6592	65.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5612	56.12%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9113	91.13%
Skin irritation	-	0.8657	86.57%
Skin corrosion	-	0.9583	95.83%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6914	69.14%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8595	85.95%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6976	69.76%
Acute Oral Toxicity (c)	III	0.5483	54.83%
Estrogen receptor binding	+	0.8262	82.62%
Androgen receptor binding	+	0.7438	74.38%
Thyroid receptor binding	+	0.5770	57.70%
Glucocorticoid receptor binding	+	0.8944	89.44%
Aromatase binding	+	0.5250	52.50%
PPAR gamma	+	0.6257	62.57%
Honey bee toxicity	-	0.7957	79.57%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9708	97.08%

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	99.11%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.50%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.66%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.12%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.49%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.27%	95.89%
CHEMBL2535	P11166	Glucose transporter	86.85%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.61%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.34%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.48%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.66%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.84%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.81%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.87%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.51%	96.00%

Plants that contains it

• Breonia chinensis
• Campylotropis hirtella
• Ceropegia dichotoma
• Chamaecyparis formosensis
• Crinum moorei
• Crotalaria candicans
• Cryptomeria japonica
• Dendrobium loddigesii
• Distephanus angulifolius
• Eucalyptus apodophylla
• Glycosmis macrophylla
• Gypsophila perfoliata
• Hypericum polyanthemum
• Juniperus drupacea
• Lophostemon confertus
• Mentha × gentilis
• Ononis spinosa
• Orbivestus karaguensis
• Pentaclethra macrophylla
• Periploca sepium
• Pinalia japonica
• Plectranthus hereroensis
• Pterocaulon virgatum
• Rhodiola semenovii
• Salvia sessei
• Sonneratia caseolaris
• Stephania zippeliana
• Veronica polita

Cross-Links

• PubChem: 21722964
• NPASS: NPC34156
• LOTUS: LTS0231903
• wikiData: Q105176832