Vicoa indica VI 2

Details

• Internal ID: f6d22b8c-a237-4991-a03a-37481f4daad6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (4-hydroxy-6,9-dimethyl-3-methylidene-2,7-dioxo-4,5,6,6a,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-5-yl) (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C2C(C3C(C1O)C(=C)C(=O)O3)C(=CC2=O)C)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)OC1C(C2C(C3C(C1O)C(=C)C(=O)O3)C(=CC2=O)C)C
• InChI: InChI=1S/C20H24O6/c1-6-8(2)19(23)25-17-10(4)14-12(21)7-9(3)13(14)18-15(16(17)22)11(5)20(24)26-18/h6-7,10,13-18,22H,5H2,1-4H3/b8-6+
• InChI Key: AECULMKGNBGPKV-SOFGYWHQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• NSC346189
• VICOA INDICA VI 2
• NSC-346189

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9774	97.74%
Caco-2	+	0.5115	51.15%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5755	57.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8378	83.78%
OATP1B3 inhibitior	+	0.8998	89.98%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7742	77.42%
P-glycoprotein inhibitior	-	0.4668	46.68%
P-glycoprotein substrate	-	0.6860	68.60%
CYP3A4 substrate	+	0.6152	61.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9073	90.73%
CYP3A4 inhibition	-	0.7106	71.06%
CYP2C9 inhibition	-	0.9259	92.59%
CYP2C19 inhibition	-	0.7832	78.32%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.7226	72.26%
CYP2C8 inhibition	-	0.7582	75.82%
CYP inhibitory promiscuity	-	0.8686	86.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.4209	42.09%
Eye corrosion	-	0.9092	90.92%
Eye irritation	-	0.8364	83.64%
Skin irritation	-	0.6497	64.97%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4901	49.01%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6690	66.90%
skin sensitisation	-	0.6961	69.61%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5988	59.88%
Acute Oral Toxicity (c)	IV	0.3536	35.36%
Estrogen receptor binding	+	0.7747	77.47%
Androgen receptor binding	-	0.5055	50.55%
Thyroid receptor binding	+	0.5531	55.31%
Glucocorticoid receptor binding	-	0.5260	52.60%
Aromatase binding	-	0.5802	58.02%
PPAR gamma	-	0.4842	48.42%
Honey bee toxicity	-	0.6800	68.00%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9496	94.96%

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	93.99%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.36%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.85%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.27%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.53%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.15%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.57%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.42%	94.80%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.12%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.31%	94.45%

Plants that contains it

• Vicoa indica

Cross-Links

• PubChem: 5477684
• LOTUS: LTS0009853
• wikiData: Q104909973