Vaccinol F

Details

• Internal ID: b70a3da1-f042-4055-ab20-666049bbc392
• Taxonomy: Organoheterocyclic compounds > Benzoxepines
• IUPAC Name: (3R,5R)-5,9-dihydroxy-3-[(1R)-1-hydroxyethyl]-6-(3-methylbut-2-enyl)-4,5-dihydro-3H-2-benzoxepin-1-one
• SMILES (Canonical): CC(C1CC(C2=C(C=CC(=C2C(=O)O1)O)CC=C(C)C)O)O
• SMILES (Isomeric): C[C@H]([C@H]1C[C@H](C2=C(C=CC(=C2C(=O)O1)O)CC=C(C)C)O)O
• InChI: InChI=1S/C17H22O5/c1-9(2)4-5-11-6-7-12(19)16-15(11)13(20)8-14(10(3)18)22-17(16)21/h4,6-7,10,13-14,18-20H,5,8H2,1-3H3/t10-,13-,14-/m1/s1
• InChI Key: CEGDGMVESFOELX-LERXQTSPSA-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): 87.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	-	0.7410	74.10%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6118	61.18%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9307	93.07%
OATP1B3 inhibitior	+	0.9249	92.49%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7458	74.58%
P-glycoprotein inhibitior	-	0.8432	84.32%
P-glycoprotein substrate	-	0.6944	69.44%
CYP3A4 substrate	+	0.5103	51.03%
CYP2C9 substrate	-	0.5565	55.65%
CYP2D6 substrate	-	0.8340	83.40%
CYP3A4 inhibition	-	0.8860	88.60%
CYP2C9 inhibition	-	0.6690	66.90%
CYP2C19 inhibition	+	0.5475	54.75%
CYP2D6 inhibition	-	0.7197	71.97%
CYP1A2 inhibition	-	0.5403	54.03%
CYP2C8 inhibition	-	0.9102	91.02%
CYP inhibitory promiscuity	-	0.7543	75.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9419	94.19%
Carcinogenicity (trinary)	Non-required	0.6694	66.94%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.8570	85.70%
Skin irritation	-	0.6817	68.17%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4779	47.79%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.6380	63.80%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5162	51.62%
Acute Oral Toxicity (c)	III	0.4075	40.75%
Estrogen receptor binding	+	0.6231	62.31%
Androgen receptor binding	-	0.4867	48.67%
Thyroid receptor binding	-	0.5169	51.69%
Glucocorticoid receptor binding	+	0.6341	63.41%
Aromatase binding	-	0.5060	50.60%
PPAR gamma	+	0.6885	68.85%
Honey bee toxicity	-	0.8385	83.85%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9792	97.92%

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	98.92%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.81%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.36%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.45%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.41%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.20%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.72%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.78%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.32%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.88%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.79%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.70%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.12%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.92%	86.33%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.85%	83.10%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101890377
• LOTUS: LTS0233897
• wikiData: Q77515654