Isoscabertopin

Details

• Internal ID: a8a1918b-c782-4960-90ef-3032bc5fcf3a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(3R,4S,8S,9Z,12S)-10-methyl-5-methylidene-6,14-dioxo-7,13-dioxatricyclo[10.2.1.04,8]pentadeca-1(15),9-dien-3-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2=CC(CC(=CC3C1C(=C)C(=O)O3)C)OC2=O
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1CC2=C[C@H](C/C(=C\[C@H]3[C@H]1C(=C)C(=O)O3)/C)OC2=O
• InChI: InChI=1S/C20H22O6/c1-5-11(3)18(21)25-16-9-13-8-14(24-20(13)23)6-10(2)7-15-17(16)12(4)19(22)26-15/h5,7-8,14-17H,4,6,9H2,1-3H3/b10-7-,11-5-/t14-,15-,16+,17+/m0/s1
• InChI Key: FTPHYXGWMIZVMP-QIMSVGHPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 439923-16-7
• E88791

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	+	0.6091	60.91%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6281	62.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8678	86.78%
OATP1B3 inhibitior	+	0.8567	85.67%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6347	63.47%
P-glycoprotein inhibitior	+	0.6633	66.33%
P-glycoprotein substrate	-	0.8151	81.51%
CYP3A4 substrate	+	0.5760	57.60%
CYP2C9 substrate	-	0.6140	61.40%
CYP2D6 substrate	-	0.8816	88.16%
CYP3A4 inhibition	-	0.7220	72.20%
CYP2C9 inhibition	-	0.8573	85.73%
CYP2C19 inhibition	-	0.8158	81.58%
CYP2D6 inhibition	-	0.9444	94.44%
CYP1A2 inhibition	-	0.6807	68.07%
CYP2C8 inhibition	-	0.7714	77.14%
CYP inhibitory promiscuity	-	0.8574	85.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8543	85.43%
Carcinogenicity (trinary)	Non-required	0.4859	48.59%
Eye corrosion	-	0.9201	92.01%
Eye irritation	-	0.8889	88.89%
Skin irritation	-	0.6861	68.61%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4775	47.75%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.6588	65.88%
skin sensitisation	-	0.6533	65.33%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6444	64.44%
Acute Oral Toxicity (c)	III	0.4294	42.94%
Estrogen receptor binding	+	0.5966	59.66%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7602	76.02%
Aromatase binding	-	0.5507	55.07%
PPAR gamma	+	0.5344	53.44%
Honey bee toxicity	-	0.5993	59.93%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9813	98.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.17%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.09%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.36%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.58%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.70%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.63%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	87.56%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.77%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	84.76%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.86%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.48%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.47%	89.00%

Plants that contains it

• Elephantopus scaber

Cross-Links

• PubChem: 133561882
• LOTUS: LTS0257360
• wikiData: Q105001196