Curcucomosin A

Details

• Internal ID: 00ed8c4c-0d53-4719-8f44-8f32f17a7d4a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 4-[(E)-2-[(1S,4aR,8aS)-5,5,8a-trimethyl-2-methylidene-6-oxo-1,3,4,4a,7,8-hexahydronaphthalen-1-yl]ethenyl]-2H-furan-5-one
• SMILES (Canonical): CC1(C2CCC(=C)C(C2(CCC1=O)C)C=CC3=CCOC3=O)C
• SMILES (Isomeric): C[C@]12CCC(=O)C([C@@H]1CCC(=C)[C@@H]2/C=C/C3=CCOC3=O)(C)C
• InChI: InChI=1S/C20H26O3/c1-13-5-8-16-19(2,3)17(21)9-11-20(16,4)15(13)7-6-14-10-12-23-18(14)22/h6-7,10,15-16H,1,5,8-9,11-12H2,2-4H3/b7-6+/t15-,16-,20+/m0/s1
• InChI Key: KTDQCVXTCDFYFT-GXYXAFEBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.18819469 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• CHEMBL1095928

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.5757	57.57%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8029	80.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8954	89.54%
OATP1B3 inhibitior	+	0.8805	88.05%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.7000	70.00%
BSEP inhibitior	-	0.6043	60.43%
P-glycoprotein inhibitior	-	0.5448	54.48%
P-glycoprotein substrate	-	0.8147	81.47%
CYP3A4 substrate	+	0.6019	60.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9097	90.97%
CYP3A4 inhibition	-	0.6942	69.42%
CYP2C9 inhibition	-	0.8337	83.37%
CYP2C19 inhibition	-	0.5822	58.22%
CYP2D6 inhibition	-	0.9300	93.00%
CYP1A2 inhibition	-	0.6306	63.06%
CYP2C8 inhibition	-	0.6157	61.57%
CYP inhibitory promiscuity	-	0.8296	82.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5646	56.46%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9363	93.63%
Skin irritation	-	0.5727	57.27%
Skin corrosion	-	0.9187	91.87%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7023	70.23%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5481	54.81%
skin sensitisation	-	0.6313	63.13%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6767	67.67%
Acute Oral Toxicity (c)	III	0.7505	75.05%
Estrogen receptor binding	+	0.6253	62.53%
Androgen receptor binding	-	0.4896	48.96%
Thyroid receptor binding	+	0.6104	61.04%
Glucocorticoid receptor binding	+	0.6920	69.20%
Aromatase binding	+	0.6609	66.09%
PPAR gamma	+	0.6638	66.38%
Honey bee toxicity	-	0.7750	77.50%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.51%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.19%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.47%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.35%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.25%	99.23%
CHEMBL230	P35354	Cyclooxygenase-2	87.19%	89.63%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.78%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.38%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.60%	93.40%
CHEMBL1937	Q92769	Histone deacetylase 2	82.69%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.53%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.41%	86.33%

Plants that contains it

• Curcuma comosa

Cross-Links

• PubChem: 46209660
• LOTUS: LTS0201025
• wikiData: Q105023483