Azadiradione

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	ea94bd3c-2af9-49a4-b1a2-c5c4447e4ff4
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name	[(5R,7R,8R,9R,10R,13S,17R)-17-(furan-3-yl)-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-yl] acetate
SMILES (Canonical)	CC(=O)OC1CC2C(C(=O)C=CC2(C3C1(C4=CC(=O)C(C4(CC3)C)C5=COC=C5)C)C)(C)C
SMILES (Isomeric)	CC(=O)O[C@@H]1C[C@@H]2[C@](C=CC(=O)C2(C)C)([C@@H]3[C@@]1(C4=CC(=O)[C@H]([C@@]4(CC3)C)C5=COC=C5)C)C
InChI	InChI=1S/C28H34O5/c1-16(29)33-23-14-20-25(2,3)22(31)8-11-26(20,4)19-7-10-27(5)21(28(19,23)6)13-18(30)24(27)17-9-12-32-15-17/h8-9,11-13,15,19-20,23-24H,7,10,14H2,1-6H3/t19-,20+,23-,24-,26-,27-,28-/m1/s1
InChI Key	KWAMDQVQFVBEAU-HMWIRDDCSA-N
Popularity	89 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₈H₃₄O₅
Molecular Weight	450.60 g/mol
Exact Mass	450.24062418 g/mol
Topological Polar Surface Area (TPSA)	73.60 Å²
XlogP	4.80
Atomic LogP (AlogP)	5.42
H-Bond Acceptor	5
H-Bond Donor	0
Rotatable Bonds	2

Synonyms

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CHEBI:67280

26241-51-0

CHEMBL1215754

BDBM92410

HY-N9615

AKOS040763659

Q27135739

(5alpha,7alpha,13alpha,17alpha)-17-(furan-3-yl)-4,4,8-trimethyl-3,16-dioxoandrosta-1,14-dien-7-yl acetate

[(5R,7R,8R,9R,10R,13S,17R)-17-(furan-3-yl)-4,4,8,10,13-pentamethyl-3,16-dioxo-6,7,9,11,12,17-hexahydro-5H-cyclopenta[a]phenanthren-7-yl] acetate

24-Nor-5alpha,13alpha,17alpha-chola-1,14,20,22-tetraene-3,16-dione, 21,23-epoxy-7alpha-hydroxy-4,4,8-trimethyl-,acetate

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7876	78.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.5455	54.55%
OATP1B3 inhibitior	-	0.3818	38.18%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9066	90.66%
P-glycoprotein inhibitior	+	0.7844	78.44%
P-glycoprotein substrate	-	0.6349	63.49%
CYP3A4 substrate	+	0.7165	71.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8812	88.12%
CYP3A4 inhibition	+	0.6493	64.93%
CYP2C9 inhibition	-	0.6738	67.38%
CYP2C19 inhibition	-	0.5824	58.24%
CYP2D6 inhibition	-	0.9130	91.30%
CYP1A2 inhibition	-	0.6518	65.18%
CYP2C8 inhibition	+	0.6740	67.40%
CYP inhibitory promiscuity	-	0.5669	56.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5143	51.43%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9411	94.11%
Skin irritation	-	0.6151	61.51%
Skin corrosion	-	0.9165	91.65%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9071	90.71%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.6301	63.01%
skin sensitisation	-	0.7477	74.77%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5914	59.14%
Acute Oral Toxicity (c)	III	0.6760	67.60%
Estrogen receptor binding	+	0.8940	89.40%
Androgen receptor binding	+	0.6926	69.26%
Thyroid receptor binding	+	0.7580	75.80%
Glucocorticoid receptor binding	+	0.8553	85.53%
Aromatase binding	+	0.7558	75.58%
PPAR gamma	+	0.7366	73.66%
Honey bee toxicity	-	0.8058	80.58%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.90%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.83%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.73%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.67%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.94%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.90%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.88%	82.69%
CHEMBL2581	P07339	Cathepsin D	87.43%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.16%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.18%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.71%	94.00%
CHEMBL5028	O14672	ADAM10	83.04%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.85%	97.28%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.65%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.42%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.58%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.29%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.13%	97.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.09%	93.04%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Azadirachta indica

Cedrela odorata

Chisocheton cumingianus subsp. balansae

Quivisianthe papinae

Xylocarpus granatum