Centratherin

Details

• Internal ID: 1db535ce-76e3-4656-b6dc-52eaf84039c9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(2Z,4R,8R,9S,11R)-2-(hydroxymethyl)-11-methyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.04,8]tetradeca-1(13),2-dien-9-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2(C(=O)C=C(O2)C(=CC3C1C(=C)C(=O)O3)CO)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1C[C@@]2(C(=O)C=C(O2)/C(=C\[C@@H]3[C@@H]1C(=C)C(=O)O3)/CO)C
• InChI: InChI=1S/C20H22O7/c1-5-10(2)18(23)26-15-8-20(4)16(22)7-13(27-20)12(9-21)6-14-17(15)11(3)19(24)25-14/h5-7,14-15,17,21H,3,8-9H2,1-2,4H3/b10-5-,12-6-/t14-,15+,17+,20-/m1/s1
• InChI Key: BMVJFNLJSZHNNS-YUDFMKBLSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₇
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.13655304 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.53
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 71939-83-8
• D00EOD
• CHEMBL382151
• DTXSID101317847

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9743	97.43%
Caco-2	+	0.5688	56.88%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6949	69.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8364	83.64%
OATP1B3 inhibitior	+	0.8602	86.02%
MATE1 inhibitior	-	0.7212	72.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.5140	51.40%
P-glycoprotein substrate	-	0.5261	52.61%
CYP3A4 substrate	+	0.6583	65.83%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8975	89.75%
CYP3A4 inhibition	-	0.6329	63.29%
CYP2C9 inhibition	-	0.8471	84.71%
CYP2C19 inhibition	-	0.8917	89.17%
CYP2D6 inhibition	-	0.9462	94.62%
CYP1A2 inhibition	-	0.8088	80.88%
CYP2C8 inhibition	-	0.6114	61.14%
CYP inhibitory promiscuity	-	0.9032	90.32%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Danger	0.4254	42.54%
Eye corrosion	-	0.9706	97.06%
Eye irritation	-	0.8592	85.92%
Skin irritation	-	0.6394	63.94%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6463	64.63%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6178	61.78%
skin sensitisation	-	0.7116	71.16%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5283	52.83%
Acute Oral Toxicity (c)	III	0.5341	53.41%
Estrogen receptor binding	+	0.7274	72.74%
Androgen receptor binding	+	0.6221	62.21%
Thyroid receptor binding	+	0.6459	64.59%
Glucocorticoid receptor binding	+	0.6699	66.99%
Aromatase binding	-	0.6494	64.94%
PPAR gamma	-	0.4872	48.72%
Honey bee toxicity	-	0.6379	63.79%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8680	86.80%

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	99.32%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.70%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.35%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.95%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.61%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.87%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	88.80%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.95%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.54%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.91%	97.25%

Plants that contains it

• Centratherum punctatum
• Hololepis pedunculata
• Koyamasia calcarea
• Lychnophora ericoides
• Lychnophora pohlii
• Melaleuca cuticularis
• Vachellia pennatula
• Vepris gabonensis

Cross-Links

• PubChem: 44409502
• NPASS: NPC197835
• LOTUS: LTS0164689
• wikiData: Q104252971