Vaccinol B

Details

• Internal ID: 1329bf2d-6c05-4e50-b8c9-4f917c8f156d
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: (1S,10R,11S)-11-methyl-6-(3-methylbut-2-enyl)-12,13-dioxatricyclo[8.2.1.02,7]trideca-2,4,6,8-tetraen-3-ol
• InChI: InChI=1S/C17H20O3/c1-10(2)4-5-12-6-8-14(18)16-13(12)7-9-15-11(3)19-17(16)20-15/h4,6-9,11,15,17-18H,5H2,1-3H3/t11-,15+,17-/m0/s1
• InChI Key: SIHDWOBVGPXLHQ-CXMBCZLWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₃
• Molecular Weight: 272.34 g/mol
• Exact Mass: 272.14124450 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.73
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• (1S,10R,11S)-11-methyl-6-(3-methylbut-2-enyl)-12,13-dioxatricyclo[8.2.1.02,7]trideca-2,4,6,8-tetraen-3-ol
• (1S,10R,11S)-11-methyl-6-(3-methylbut-2-enyl)-12,13-dioxatricyclo(8.2.1.02,7)trideca-2,4,6,8-tetraen-3-ol
• RefChem:193464
• CHEBI:204206

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.7396	73.96%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6352	63.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8933	89.33%
OATP1B3 inhibitior	+	0.9180	91.80%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7124	71.24%
P-glycoprotein inhibitior	-	0.8013	80.13%
P-glycoprotein substrate	-	0.7765	77.65%
CYP3A4 substrate	-	0.5375	53.75%
CYP2C9 substrate	-	0.6216	62.16%
CYP2D6 substrate	-	0.7349	73.49%
CYP3A4 inhibition	-	0.8284	82.84%
CYP2C9 inhibition	-	0.6032	60.32%
CYP2C19 inhibition	+	0.5132	51.32%
CYP2D6 inhibition	-	0.8048	80.48%
CYP1A2 inhibition	+	0.6702	67.02%
CYP2C8 inhibition	-	0.7440	74.40%
CYP inhibitory promiscuity	+	0.6666	66.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8926	89.26%
Carcinogenicity (trinary)	Non-required	0.4746	47.46%
Eye corrosion	-	0.9665	96.65%
Eye irritation	-	0.7482	74.82%
Skin irritation	-	0.5891	58.91%
Skin corrosion	-	0.8984	89.84%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3925	39.25%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7202	72.02%
Acute Oral Toxicity (c)	III	0.5572	55.72%
Estrogen receptor binding	+	0.6743	67.43%
Androgen receptor binding	+	0.5980	59.80%
Thyroid receptor binding	+	0.5549	55.49%
Glucocorticoid receptor binding	-	0.6072	60.72%
Aromatase binding	-	0.5303	53.03%
PPAR gamma	+	0.6831	68.31%
Honey bee toxicity	-	0.8824	88.24%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9741	97.41%

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	98.62%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.04%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	93.52%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.24%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.54%	98.95%
CHEMBL4208	P20618	Proteasome component C5	85.66%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.42%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.99%	90.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.50%	89.62%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.27%	90.24%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.63%	97.36%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101890373
• LOTUS: LTS0120293
• wikiData: Q77384558