Vaccinol C

Details

• Internal ID: 121fd3b6-fd59-459d-a961-9e0ef02598c5
• Taxonomy: Organoheterocyclic compounds > Benzoxepines
• IUPAC Name: (3R,5S)-3-[(1R)-1-hydroxyethyl]-6-(3-methylbut-2-enyl)-1,3,4,5-tetrahydro-2-benzoxepine-5,9-diol
• SMILES (Canonical): CC(C1CC(C2=C(C=CC(=C2CO1)O)CC=C(C)C)O)O
• SMILES (Isomeric): C[C@H]([C@H]1C[C@@H](C2=C(C=CC(=C2CO1)O)CC=C(C)C)O)O
• InChI: InChI=1S/C17H24O4/c1-10(2)4-5-12-6-7-14(19)13-9-21-16(11(3)18)8-15(20)17(12)13/h4,6-7,11,15-16,18-20H,5,8-9H2,1-3H3/t11-,15+,16-/m1/s1
• InChI Key: DAAIXDKHKPEZLL-XFBWCDHKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.16745924 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 4
• 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	+	0.9919	99.19%
Caco-2	-	0.6790	67.90%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6892	68.92%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9450	94.50%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7951	79.51%
P-glycoprotein inhibitior	-	0.8979	89.79%
P-glycoprotein substrate	-	0.6528	65.28%
CYP3A4 substrate	-	0.5070	50.70%
CYP2C9 substrate	-	0.7846	78.46%
CYP2D6 substrate	+	0.4253	42.53%
CYP3A4 inhibition	-	0.5783	57.83%
CYP2C9 inhibition	-	0.6633	66.33%
CYP2C19 inhibition	+	0.5316	53.16%
CYP2D6 inhibition	-	0.7523	75.23%
CYP1A2 inhibition	+	0.7023	70.23%
CYP2C8 inhibition	-	0.8395	83.95%
CYP inhibitory promiscuity	-	0.6935	69.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6766	67.66%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9180	91.80%
Skin irritation	-	0.7611	76.11%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6559	65.59%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6578	65.78%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7076	70.76%
Acute Oral Toxicity (c)	III	0.5459	54.59%
Estrogen receptor binding	-	0.5392	53.92%
Androgen receptor binding	-	0.5362	53.62%
Thyroid receptor binding	+	0.5352	53.52%
Glucocorticoid receptor binding	+	0.5407	54.07%
Aromatase binding	-	0.5581	55.81%
PPAR gamma	+	0.6215	62.15%
Honey bee toxicity	-	0.8491	84.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9747	97.47%

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	98.64%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.25%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.64%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.38%	91.49%
CHEMBL2581	P07339	Cathepsin D	90.63%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.37%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.70%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	86.35%	94.73%
CHEMBL3038469	P24941	CDK2/Cyclin A	84.87%	91.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.62%	90.71%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.24%	83.10%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.22%	92.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.65%	99.15%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.37%	92.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.11%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.11%	89.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101890374
• LOTUS: LTS0029282
• wikiData: Q77310135