Curcucomosin B

Details

• Internal ID: cee4cc9d-d0d3-4452-9c82-38e1309bd99d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 4-[(E)-2-[(1S,4aR,6S,8aS)-6-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-2H-furan-5-one
• SMILES (Canonical): CC1(C2CCC(=C)C(C2(CCC1O)C)C=CC3=CCOC3=O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CCC(=C)[C@@H]2/C=C/C3=CCOC3=O)(C)C)O
• InChI: InChI=1S/C20H28O3/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/h6-7,10,15-17,21H,1,5,8-9,11-12H2,2-4H3/b7-6+/t15-,16-,17-,20+/m0/s1
• InChI Key: CVGDOTXHTIZOKU-XHNMEYTFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.80
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL1098930

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.7263	72.63%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8183	81.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9047	90.47%
OATP1B3 inhibitior	+	0.8869	88.69%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.6276	62.76%
P-glycoprotein inhibitior	-	0.7756	77.56%
P-glycoprotein substrate	-	0.8526	85.26%
CYP3A4 substrate	+	0.6504	65.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8788	87.88%
CYP3A4 inhibition	-	0.5726	57.26%
CYP2C9 inhibition	-	0.7584	75.84%
CYP2C19 inhibition	-	0.7063	70.63%
CYP2D6 inhibition	-	0.9305	93.05%
CYP1A2 inhibition	-	0.7942	79.42%
CYP2C8 inhibition	-	0.7365	73.65%
CYP inhibitory promiscuity	-	0.8820	88.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5820	58.20%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9275	92.75%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6597	65.97%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5053	50.53%
skin sensitisation	-	0.7219	72.19%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6014	60.14%
Acute Oral Toxicity (c)	III	0.6429	64.29%
Estrogen receptor binding	+	0.5726	57.26%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6018	60.18%
Glucocorticoid receptor binding	+	0.6995	69.95%
Aromatase binding	+	0.5890	58.90%
PPAR gamma	+	0.5896	58.96%
Honey bee toxicity	-	0.7897	78.97%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9953	99.53%

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	97.73%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.49%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.12%	100.00%
CHEMBL2581	P07339	Cathepsin D	90.32%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.71%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.57%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.21%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.86%	97.09%
CHEMBL1977	P11473	Vitamin D receptor	84.37%	99.43%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.85%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.80%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.10%	93.40%

Plants that contains it

• Curcuma comosa

Cross-Links

• PubChem: 46209661
• LOTUS: LTS0143923
• wikiData: Q104970732