Viscidulin B

Details

• Internal ID: 3de09d48-b4db-4e46-a13b-139856470c3f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: [(1S,2S,5S,6R,7S,10R)-5,14-dimethyl-9-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradecan-7-yl] acetate
• SMILES (Canonical): CC1C2C(CC(=C)C3CC4C(C3C2OC1=O)(O4)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]2[C@H](CC(=C)[C@@H]3CC4C([C@@H]3[C@H]2OC1=O)(O4)C)OC(=O)C
• InChI: InChI=1S/C17H22O5/c1-7-5-11(20-9(3)18)13-8(2)16(19)21-15(13)14-10(7)6-12-17(14,4)22-12/h8,10-15H,1,5-6H2,2-4H3/t8-,10-,11-,12?,13+,14-,15-,17?/m0/s1
• InChI Key: CZIGIXZHIBZWBA-MGCWZZKMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.14672380 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.85
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• C09587
• CHEBI:9999
• Q27108551
• [(1S,2S,5S,6R,7S,10R)-5,14-dimethyl-9-methylidene-4-oxo-3,13-dioxatetracyclo[8.4.0.02,6.012,14]tetradecan-7-yl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9815	98.15%
Caco-2	+	0.5411	54.11%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6129	61.29%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8693	86.93%
OATP1B3 inhibitior	+	0.9051	90.51%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8876	88.76%
P-glycoprotein inhibitior	-	0.7250	72.50%
P-glycoprotein substrate	-	0.6571	65.71%
CYP3A4 substrate	+	0.6649	66.49%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	+	0.5877	58.77%
CYP2C9 inhibition	-	0.8997	89.97%
CYP2C19 inhibition	-	0.8282	82.82%
CYP2D6 inhibition	-	0.9534	95.34%
CYP1A2 inhibition	-	0.6975	69.75%
CYP2C8 inhibition	-	0.8258	82.58%
CYP inhibitory promiscuity	-	0.8749	87.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9425	94.25%
Carcinogenicity (trinary)	Non-required	0.5836	58.36%
Eye corrosion	-	0.9720	97.20%
Eye irritation	-	0.8101	81.01%
Skin irritation	-	0.6059	60.59%
Skin corrosion	-	0.8573	85.73%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5135	51.35%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.6565	65.65%
skin sensitisation	-	0.6588	65.88%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7304	73.04%
Acute Oral Toxicity (c)	II	0.4198	41.98%
Estrogen receptor binding	+	0.7478	74.78%
Androgen receptor binding	+	0.5681	56.81%
Thyroid receptor binding	+	0.5270	52.70%
Glucocorticoid receptor binding	+	0.6737	67.37%
Aromatase binding	-	0.5313	53.13%
PPAR gamma	-	0.6385	63.85%
Honey bee toxicity	-	0.6427	64.27%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9837	98.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.12%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.59%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	91.75%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.67%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.39%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.36%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.37%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	81.09%	97.79%
CHEMBL2581	P07339	Cathepsin D	80.20%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.18%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.09%	92.94%

Plants that contains it

• Actaea dahurica
• Angelica japonica

Cross-Links

• PubChem: 442327
• NPASS: NPC184145