CoccinoneA(triterpenoid)

Details

• Internal ID: 067c65db-7c11-4d06-b454-a05ae06cad12
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (5R,9S,10R,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methyl-4-oxoheptan-2-yl]-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
• InChI: InChI=1S/C30H48O2/c1-19(2)17-21(31)18-20(3)22-11-15-30(8)24-9-10-25-27(4,5)26(32)13-14-28(25,6)23(24)12-16-29(22,30)7/h9,19-20,22-23,25H,10-18H2,1-8H3/t20-,22-,23-,25+,28-,29-,30+/m1/s1
• InChI Key: GKKNADKLAFFKBJ-DZYCEUGQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₂
• Molecular Weight: 440.70 g/mol
• Exact Mass: 440.365430770 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 7.80
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• CoccinoneA(triterpenoid)
• Coccinone A (triterpenoid)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5931	59.31%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7238	72.38%
OATP2B1 inhibitior	-	0.7222	72.22%
OATP1B1 inhibitior	+	0.8783	87.83%
OATP1B3 inhibitior	+	0.9206	92.06%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.9277	92.77%
P-glycoprotein inhibitior	+	0.6100	61.00%
P-glycoprotein substrate	-	0.6337	63.37%
CYP3A4 substrate	+	0.6328	63.28%
CYP2C9 substrate	-	0.8039	80.39%
CYP2D6 substrate	-	0.7758	77.58%
CYP3A4 inhibition	-	0.8736	87.36%
CYP2C9 inhibition	-	0.8794	87.94%
CYP2C19 inhibition	-	0.6316	63.16%
CYP2D6 inhibition	-	0.9576	95.76%
CYP1A2 inhibition	-	0.9225	92.25%
CYP2C8 inhibition	-	0.6588	65.88%
CYP inhibitory promiscuity	-	0.6432	64.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5332	53.32%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9259	92.59%
Skin irritation	+	0.5431	54.31%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4269	42.69%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	+	0.7194	71.94%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7117	71.17%
Acute Oral Toxicity (c)	III	0.8130	81.30%
Estrogen receptor binding	+	0.7709	77.09%
Androgen receptor binding	+	0.7392	73.92%
Thyroid receptor binding	+	0.7937	79.37%
Glucocorticoid receptor binding	+	0.8316	83.16%
Aromatase binding	-	0.4824	48.24%
PPAR gamma	+	0.6280	62.80%
Honey bee toxicity	-	0.8637	86.37%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9937	99.37%

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	96.98%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.90%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.73%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.67%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.35%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	91.37%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.96%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.18%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.79%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.90%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.44%	90.71%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.05%	95.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.70%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.16%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.92%	96.38%

Plants that contains it

• Kadsura coccinea

Cross-Links

• PubChem: 145709348
• LOTUS: LTS0084744
• wikiData: Q105010093