Verbenalol

Details

• Internal ID: 337480df-27b1-4a35-a518-843abb907ca1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: methyl (1R,4aS,7S,7aR)-1-hydroxy-7-methyl-5-oxo-4a,6,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
• InChI: InChI=1S/C11H14O5/c1-5-3-7(12)9-6(10(13)15-2)4-16-11(14)8(5)9/h4-5,8-9,11,14H,3H2,1-2H3/t5-,8+,9-,11+/m0/s1
• InChI Key: ICLHTGIHDLYEDX-PPZZJSARSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₅
• Molecular Weight: 226.23 g/mol
• Exact Mass: 226.08412354 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.23
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• methyl (1R,4aS,7S,7aR)-1-hydroxy-7-methyl-5-oxo-4a,6,7,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9603	96.03%
Caco-2	-	0.6052	60.52%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6421	64.21%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.8730	87.30%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9247	92.47%
P-glycoprotein inhibitior	-	0.9124	91.24%
P-glycoprotein substrate	-	0.8780	87.80%
CYP3A4 substrate	+	0.5405	54.05%
CYP2C9 substrate	+	0.5868	58.68%
CYP2D6 substrate	-	0.8765	87.65%
CYP3A4 inhibition	-	0.7165	71.65%
CYP2C9 inhibition	-	0.8635	86.35%
CYP2C19 inhibition	-	0.8302	83.02%
CYP2D6 inhibition	-	0.8969	89.69%
CYP1A2 inhibition	-	0.7454	74.54%
CYP2C8 inhibition	-	0.7782	77.82%
CYP inhibitory promiscuity	-	0.8772	87.72%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9132	91.32%
Carcinogenicity (trinary)	Non-required	0.5805	58.05%
Eye corrosion	-	0.9338	93.38%
Eye irritation	-	0.6794	67.94%
Skin irritation	-	0.6617	66.17%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	+	0.5146	51.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6282	62.82%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6178	61.78%
skin sensitisation	-	0.8007	80.07%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6921	69.21%
Acute Oral Toxicity (c)	II	0.4224	42.24%
Estrogen receptor binding	-	0.6805	68.05%
Androgen receptor binding	-	0.5775	57.75%
Thyroid receptor binding	-	0.7200	72.00%
Glucocorticoid receptor binding	-	0.6421	64.21%
Aromatase binding	-	0.9193	91.93%
PPAR gamma	-	0.9118	91.18%
Honey bee toxicity	-	0.8877	88.77%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.6679	66.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.49%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	90.77%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.54%	85.14%
CHEMBL2581	P07339	Cathepsin D	84.62%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.11%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.49%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.85%	99.17%

Plants that contains it

• Cornus officinalis

Cross-Links

• PubChem: 12444745
• NPASS: NPC96147