Vaccinol H

Details

• Internal ID: 065f626b-6a0b-4eaf-8d58-40a959a2ec81
• Taxonomy: Organoheterocyclic compounds > Isocoumarans
• IUPAC Name: (3R)-3-hydroxy-4-[(1R)-4-hydroxy-7-(3-methylbut-2-enyl)-1,3-dihydro-2-benzofuran-1-yl]butan-2-one
• SMILES (Canonical): CC(=CCC1=C2C(OCC2=C(C=C1)O)CC(C(=O)C)O)C
• SMILES (Isomeric): CC(=CCC1=C2[C@H](OCC2=C(C=C1)O)C[C@H](C(=O)C)O)C
• InChI: InChI=1S/C17H22O4/c1-10(2)4-5-12-6-7-14(19)13-9-21-16(17(12)13)8-15(20)11(3)18/h4,6-7,15-16,19-20H,5,8-9H2,1-3H3/t15-,16-/m1/s1
• InChI Key: ZHPRFHOTZYMSBB-HZPDHXFCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6876	68.76%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8174	81.74%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9470	94.70%
OATP1B3 inhibitior	+	0.9592	95.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5582	55.82%
P-glycoprotein inhibitior	-	0.9191	91.91%
P-glycoprotein substrate	-	0.7595	75.95%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.6033	60.33%
CYP2D6 substrate	-	0.6853	68.53%
CYP3A4 inhibition	-	0.6578	65.78%
CYP2C9 inhibition	-	0.6559	65.59%
CYP2C19 inhibition	+	0.5145	51.45%
CYP2D6 inhibition	-	0.7799	77.99%
CYP1A2 inhibition	+	0.8266	82.66%
CYP2C8 inhibition	-	0.8559	85.59%
CYP inhibitory promiscuity	-	0.5482	54.82%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6531	65.31%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.7451	74.51%
Skin irritation	-	0.7622	76.22%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4190	41.90%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.6299	62.99%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7233	72.33%
Acute Oral Toxicity (c)	III	0.5338	53.38%
Estrogen receptor binding	+	0.6911	69.11%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5281	52.81%
Glucocorticoid receptor binding	+	0.7519	75.19%
Aromatase binding	-	0.6947	69.47%
PPAR gamma	+	0.6501	65.01%
Honey bee toxicity	-	0.8438	84.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9821	98.21%

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	99.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.63%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.81%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.67%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	89.05%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	86.78%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.04%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.25%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.87%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.25%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.88%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.22%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122206138
• LOTUS: LTS0079413
• wikiData: Q77560959