Gedunin deacetyl-

Details

• Internal ID: fb97e528-773e-46fb-8134-32ad7291cdba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: 7-(furan-3-yl)-19-hydroxy-1,8,12,16,16-pentamethyl-3,6-dioxapentacyclo[9.8.0.02,4.02,8.012,17]nonadec-13-ene-5,15-dione
• SMILES (Canonical): CC1(C2CC(C3(C(C2(C=CC1=O)C)CCC4(C35C(O5)C(=O)OC4C6=COC=C6)C)C)O)C
• SMILES (Isomeric): CC1(C2CC(C3(C(C2(C=CC1=O)C)CCC4(C35C(O5)C(=O)OC4C6=COC=C6)C)C)O)C
• InChI: InChI=1S/C26H32O6/c1-22(2)16-12-18(28)25(5)15(23(16,3)9-7-17(22)27)6-10-24(4)19(14-8-11-30-13-14)31-21(29)20-26(24,25)32-20/h7-9,11,13,15-16,18-20,28H,6,10,12H2,1-5H3
• InChI Key: HCEYJYMNIQHPPK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₆
• Molecular Weight: 440.50 g/mol
• Exact Mass: 440.21988874 g/mol
• Topological Polar Surface Area (TPSA): 89.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• GEDUNIN DEACETYL-
• NSC309912
• 10314-90-6
• CHEMBL1981983
• DTXSID80908212
• HCEYJYMNIQHPPK-UHFFFAOYSA-N
• NSC-309912
• 16,17-Seco-24-nor-5.alpha.,13.alpha.,14.beta.,17.alpha.-chola-1,20,22-trien-16-oic acid, 14,15.beta.:21,23-diepoxy-7.alpha.,17-dihydroxy-4,4,8-trimethyl-3-oxo-, 16,17-lactone
• D-Homo-24-nor-17-oxachola-1,20,22-triene-3,16-dione, 14,15:21,23-diepoxy-7-hydroxy-4,4,8-trimethyl-, (5.alpha.,7.alpha.,13.alpha.,14.beta.,15.beta.,17a.alpha.)-
• NCI60_002663
• 1-(3-Furyl)-5-hydroxy-4b,7,7,10a,12a-pentamethyl-1,5,6,6a,7,10a,10b,11,12,12a-decahydronaphtho[2,1-f]oxireno[2,3-d]isochromene-3,8(3ah,4bh)-dione #
• 10-(Furan-3-yl)-6-hydroxy-4,4,6a,10a,12b-pentamethyl-4a,5,6,6a,10,10a,11,12,12a,12b-decahydrooxireno[c]phenanthro[1,2-d]pyran-3,8(4H,7aH)-dione
• 16,13.alpha.,14.beta.,17.alpha.-chola-1,20,22-trien-16-oic acid, 14,15.beta.:21,23-diepoxy-7.alpha.,17-dihydroxy-4,4,8-trimethyl-3-oxo-, 16,17-lactone
• D-Homo-24-nor-17-oxachola-1,22-triene-3,16-dione, 14,15:21,23-diepoxy-7-hydroxy-4,4,8-trimethyl-, (5.alpha.,7.alpha.,13.alpha.,14.beta.,15.beta.,17a.alpha.)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9716	97.16%
Caco-2	-	0.6125	61.25%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7134	71.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.5000	50.00%
OATP1B3 inhibitior	-	0.3231	32.31%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7143	71.43%
P-glycoprotein inhibitior	+	0.6120	61.20%
P-glycoprotein substrate	-	0.5336	53.36%
CYP3A4 substrate	+	0.6783	67.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	+	0.8015	80.15%
CYP2C9 inhibition	-	0.8378	83.78%
CYP2C19 inhibition	-	0.8394	83.94%
CYP2D6 inhibition	-	0.9351	93.51%
CYP1A2 inhibition	-	0.8228	82.28%
CYP2C8 inhibition	+	0.4851	48.51%
CYP inhibitory promiscuity	-	0.9543	95.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4500	45.00%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9255	92.55%
Skin irritation	-	0.6107	61.07%
Skin corrosion	-	0.8551	85.51%
Ames mutagenesis	-	0.6519	65.19%
Human Ether-a-go-go-Related Gene inhibition	+	0.7419	74.19%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8195	81.95%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7829	78.29%
Acute Oral Toxicity (c)	I	0.4998	49.98%
Estrogen receptor binding	+	0.8845	88.45%
Androgen receptor binding	+	0.7570	75.70%
Thyroid receptor binding	+	0.7209	72.09%
Glucocorticoid receptor binding	+	0.8557	85.57%
Aromatase binding	+	0.7648	76.48%
PPAR gamma	+	0.6582	65.82%
Honey bee toxicity	-	0.8684	86.84%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9826	98.26%

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	96.04%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.93%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.16%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.93%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.83%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.57%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.93%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.82%	89.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.23%	82.69%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.04%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.83%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.77%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.41%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.99%	93.04%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.29%	97.25%

Plants that contains it

• Azadirachta indica
• Cedrela odorata
• Pseudocedrela kotschyi
• Swietenia aubrevilleana
• Toona sinensis
• Xylocarpus moluccensis

Cross-Links

• PubChem: 1885
• LOTUS: LTS0249246
• wikiData: Q105025652