11beta13-Dihydrocnicin

Details

• Internal ID: 440254f2-af5c-463a-8642-7e6dcdc0e6b4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3R,3aR,4S,10Z,11aR)-10-(hydroxymethyl)-3,6-dimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-4-yl] 3,4-dihydroxy-2-methylidenebutanoate
• SMILES (Canonical): CC1C2C(CC(=CCCC(=CC2OC1=O)CO)C)OC(=O)C(=C)C(CO)O
• SMILES (Isomeric): C[C@@H]1[C@@H]2[C@H](CC(=CCC/C(=C/[C@H]2OC1=O)/CO)C)OC(=O)C(=C)C(CO)O
• InChI: InChI=1S/C20H28O7/c1-11-5-4-6-14(9-21)8-17-18(13(3)20(25)27-17)16(7-11)26-19(24)12(2)15(23)10-22/h5,8,13,15-18,21-23H,2,4,6-7,9-10H2,1,3H3/b11-5?,14-8-/t13-,15?,16+,17-,18-/m1/s1
• InChI Key: IEIQVTKGRCQFFO-XLLQGBFRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₇
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.18350323 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.03
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• CHEMBL250637

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9012	90.12%
Caco-2	-	0.5755	57.55%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7801	78.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9050	90.50%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6488	64.88%
P-glycoprotein inhibitior	-	0.7367	73.67%
P-glycoprotein substrate	-	0.6035	60.35%
CYP3A4 substrate	+	0.6271	62.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8830	88.30%
CYP3A4 inhibition	-	0.5712	57.12%
CYP2C9 inhibition	-	0.8502	85.02%
CYP2C19 inhibition	-	0.8258	82.58%
CYP2D6 inhibition	-	0.9188	91.88%
CYP1A2 inhibition	-	0.6098	60.98%
CYP2C8 inhibition	-	0.7135	71.35%
CYP inhibitory promiscuity	-	0.9628	96.28%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6920	69.20%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9243	92.43%
Skin irritation	-	0.6078	60.78%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	-	0.5182	51.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.6050	60.50%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6167	61.67%
skin sensitisation	-	0.9149	91.49%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5055	50.55%
Acute Oral Toxicity (c)	III	0.4772	47.72%
Estrogen receptor binding	-	0.5207	52.07%
Androgen receptor binding	-	0.5090	50.90%
Thyroid receptor binding	-	0.5961	59.61%
Glucocorticoid receptor binding	+	0.7238	72.38%
Aromatase binding	+	0.5478	54.78%
PPAR gamma	+	0.5290	52.90%
Honey bee toxicity	-	0.7724	77.24%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9749	97.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.54%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.98%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.20%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.42%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.93%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.56%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.84%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.00%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.31%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	82.12%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.44%	86.33%

Plants that contains it

• Centaurea pullata

Cross-Links

• PubChem: 44445511
• LOTUS: LTS0174401
• wikiData: Q105111800