Garcinielliptone Hf

Details

• Internal ID: 49a6be84-d529-4822-abc7-5714b1b42ce9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1S,3R,6S,8S)-1,6,9-trihydroxy-3-(2-hydroxypropan-2-yl)-5,5-dimethyl-8-(3-methylbut-2-enyl)-10-(2-methylpropanoyl)-4-oxabicyclo[6.3.1]dodec-9-ene-11,12-dione
• SMILES (Canonical): CC(C)C(=O)C1=C(C2(CC(C(OC(CC(C1=O)(C2=O)O)C(C)(C)O)(C)C)O)CC=C(C)C)O
• SMILES (Isomeric): CC(C)C(=O)C1=C([C@@]2(C[C@@H](C(O[C@H](C[C@@](C1=O)(C2=O)O)C(C)(C)O)(C)C)O)CC=C(C)C)O
• InChI: InChI=1S/C25H38O8/c1-13(2)9-10-24-11-15(26)23(7,8)33-16(22(5,6)31)12-25(32,21(24)30)20(29)17(19(24)28)18(27)14(3)4/h9,14-16,26,28,31-32H,10-12H2,1-8H3/t15-,16+,24-,25+/m0/s1
• InChI Key: GJAHRUVUNWAUBO-QDRGSXSYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₈
• Molecular Weight: 466.60 g/mol
• Exact Mass: 466.25666817 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• (1S,3R,6S,8S)-1,6,9-trihydroxy-3-(2-hydroxypropan-2-yl)-5,5-dimethyl-8-(3-methylbut-2-enyl)-10-(2-methylpropanoyl)-4-oxabicyclo(6.3.1)dodec-9-ene-11,12-dione
• (1S,3R,6S,8S)-1,6,9-trihydroxy-3-(2-hydroxypropan-2-yl)-5,5-dimethyl-8-(3-methylbut-2-enyl)-10-(2-methylpropanoyl)-4-oxabicyclo[6.3.1]dodec-9-ene-11,12-dione
• RefChem:142662
• 1007220-56-5
• CHEMBL437028

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	-	0.6530	65.30%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6643	66.43%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.8661	86.61%
OATP1B3 inhibitior	+	0.9466	94.66%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5589	55.89%
P-glycoprotein inhibitior	-	0.6090	60.90%
P-glycoprotein substrate	-	0.5123	51.23%
CYP3A4 substrate	+	0.6505	65.05%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8765	87.65%
CYP3A4 inhibition	-	0.8508	85.08%
CYP2C9 inhibition	-	0.8507	85.07%
CYP2C19 inhibition	-	0.7918	79.18%
CYP2D6 inhibition	-	0.9221	92.21%
CYP1A2 inhibition	-	0.8873	88.73%
CYP2C8 inhibition	-	0.7341	73.41%
CYP inhibitory promiscuity	-	0.9088	90.88%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6220	62.20%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.8489	84.89%
Skin irritation	-	0.5465	54.65%
Skin corrosion	-	0.9185	91.85%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6107	61.07%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6085	60.85%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4883	48.83%
Acute Oral Toxicity (c)	III	0.4277	42.77%
Estrogen receptor binding	+	0.7300	73.00%
Androgen receptor binding	+	0.5880	58.80%
Thyroid receptor binding	+	0.5788	57.88%
Glucocorticoid receptor binding	+	0.6539	65.39%
Aromatase binding	+	0.6950	69.50%
PPAR gamma	+	0.6077	60.77%
Honey bee toxicity	-	0.8278	82.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9151	91.51%

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	98.65%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.50%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.25%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	95.81%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	93.40%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.79%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.39%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.10%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.25%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.05%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.09%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.17%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.12%	90.93%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.91%	89.34%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.40%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.50%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.47%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.38%	91.24%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.11%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	81.90%	91.19%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.89%	97.28%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.23%	90.08%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.55%	91.07%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.31%	96.90%

Plants that contains it

• Garcinia subelliptica

Cross-Links

• PubChem: 24799155
• NPASS: NPC298560
• LOTUS: LTS0210202
• wikiData: Q105009304