Glutinone

Details

• Internal ID: ebdb0faf-80bc-41c9-b141-54b410f1c68c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (6aS,6aS,6bR,8aR,12aR,14aR,14bS)-4,4,6a,6b,8a,11,11,14a-octamethyl-2,6,6a,7,8,9,10,12,12a,13,14,14b-dodecahydro-1H-picen-3-one
• SMILES (Canonical): CC1(CCC2(CCC3(C4CC=C5C(C4(CCC3(C2C1)C)C)CCC(=O)C5(C)C)C)C)C
• SMILES (Isomeric): C[C@@]12CC[C@@]3([C@H]4CC=C5[C@H]([C@@]4(CC[C@]3([C@@H]1CC(CC2)(C)C)C)C)CCC(=O)C5(C)C)C
• InChI: InChI=1S/C30H48O/c1-25(2)13-14-27(5)15-17-29(7)22-11-9-20-21(10-12-24(31)26(20,3)4)28(22,6)16-18-30(29,8)23(27)19-25/h9,21-23H,10-19H2,1-8H3/t21-,22+,23-,27-,28+,29-,30+/m1/s1
• InChI Key: XUPCBKGIPJPDGW-VZTATICASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O
• Molecular Weight: 424.70 g/mol
• Exact Mass: 424.370516150 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 8.90
• Atomic LogP (AlogP): 8.38
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• Alnusenone
• 508-09-8
• D:B-Friedoolean-5-en-3-one
• CHEMBL517609
• CHEBI:80831
• (6aS,6aS,6bR,8aR,12aR,14aR,14bS)-4,4,6a,6b,8a,11,11,14a-octamethyl-2,6,6a,7,8,9,10,12,12a,13,14,14b-dodecahydro-1H-picen-3-one
• C30H48O
• Gluteon; Glutinon; Glutinone; Glutinone (triterpene)
• SCHEMBL20658083
• DTXSID90198829
• HY-N3955
• BDBM50269628
• AKOS032948456
• CS-0024512
• C16967
• Q27149873

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5262	52.62%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5943	59.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9213	92.13%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8492	84.92%
P-glycoprotein inhibitior	-	0.5463	54.63%
P-glycoprotein substrate	-	0.8587	85.87%
CYP3A4 substrate	+	0.5980	59.80%
CYP2C9 substrate	-	0.7886	78.86%
CYP2D6 substrate	-	0.7886	78.86%
CYP3A4 inhibition	-	0.8667	86.67%
CYP2C9 inhibition	-	0.8457	84.57%
CYP2C19 inhibition	-	0.6059	60.59%
CYP2D6 inhibition	-	0.9522	95.22%
CYP1A2 inhibition	-	0.8575	85.75%
CYP2C8 inhibition	-	0.8142	81.42%
CYP inhibitory promiscuity	-	0.7940	79.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4890	48.90%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.9228	92.28%
Skin irritation	+	0.6269	62.69%
Skin corrosion	-	0.9767	97.67%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8064	80.64%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	+	0.8349	83.49%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7316	73.16%
Estrogen receptor binding	+	0.8726	87.26%
Androgen receptor binding	+	0.6612	66.12%
Thyroid receptor binding	+	0.7928	79.28%
Glucocorticoid receptor binding	+	0.7869	78.69%
Aromatase binding	+	0.7146	71.46%
PPAR gamma	+	0.6837	68.37%
Honey bee toxicity	-	0.8610	86.10%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9916	99.16%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL221	P23219	Cyclooxygenase-1	3600 nM	IC50	PMID: 16038536

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	91.72%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.83%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.66%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.85%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.72%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.62%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.46%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.44%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.69%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.14%	99.23%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	85.50%	94.78%
CHEMBL221	P23219	Cyclooxygenase-1	85.09%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.63%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.09%	95.89%
CHEMBL1871	P10275	Androgen Receptor	82.72%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.42%	92.94%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.97%	93.03%
CHEMBL2916	O14746	Telomerase reverse transcriptase	80.86%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.16%	94.75%

Plants that contains it

• Aldama oblongifolia
• Alnus glutinosa
• Alnus japonica
• Artemisia argyi
• Artemisia schimperi
• Bambusa chungii
• Cajanus trinervius
• Chiliadenus glutinosus
• Dischidia formosana
• Elephantopus mollis
• Erythrophleum fordii
• Euphorbia cyparissias
• Euphorbia dendroides
• Euphorbia royleana
• Euryops algoensis
• Fagopyrum acutatum
• Gardenia jasminoides
• Gomortega keule
• Imperata cylindrica
• Iris ensata
• Kalanchoe miniata
• Litsea pungens
• Nuphar lutea
• Petasites hybridus
• Phoenix loureiroi
• Picea mariana
• Poa sphondylodes
• Quercus mongolica
• Quercus robur
• Salvia parryi
• Staphylea ternata
• Thalictrum longistylum
• Viburnum urceolatum
• Xyris pterygoblephara

Cross-Links

• PubChem: 10071029
• NPASS: NPC296697
• ChEMBL: CHEMBL517609
• LOTUS: LTS0112321
• wikiData: Q27149873