Peurtitol A

Details

• Internal ID: 4ceaf2bd-c863-401a-888e-786b59a8de07
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4R,6E)-6-[(3S,4S)-3-bromo-4-chloro-4-methylcyclohexylidene]-2-methylhept-2-en-4-ol
• SMILES (Canonical): CC(=CC(CC(=C1CCC(C(C1)Br)(C)Cl)C)O)C
• SMILES (Isomeric): CC(=C[C@@H](C/C(=C/1\CC[C@]([C@H](C1)Br)(C)Cl)/C)O)C
• InChI: InChI=1S/C15H24BrClO/c1-10(2)7-13(18)8-11(3)12-5-6-15(4,17)14(16)9-12/h7,13-14,18H,5-6,8-9H2,1-4H3/b12-11+/t13-,14-,15-/m0/s1
• InChI Key: RFSBZWKXXBPLGT-TYJHLQBPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄BrClO
• Molecular Weight: 335.71 g/mol
• Exact Mass: 334.06991 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.97
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 119736-67-3
• 6-(3-Bromo-4-chloro-4-methylcyclohexylidene)-2-methyl-2-hepten-4-ol (3S-(1E(R*),3alpha,4beta))-
• C15H24BrClO
• (4R,6E)-6-[(3S,4S)-3-bromo-4-chloro-4-methylcyclohexylidene]-2-methylhept-2-en-4-ol
• 2-Hepten-4-ol, 6-(3-bromo-4-chloro-4-methylcyclohexylidene)-2-methyl-, (3S-(1E(R*),3alpha,4beta))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.8223	82.23%
Blood Brain Barrier	+	0.9021	90.21%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4621	46.21%
OATP2B1 inhibitior	-	0.8505	85.05%
OATP1B1 inhibitior	+	0.8936	89.36%
OATP1B3 inhibitior	+	0.9106	91.06%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5149	51.49%
P-glycoprotein inhibitior	-	0.8815	88.15%
P-glycoprotein substrate	-	0.8542	85.42%
CYP3A4 substrate	+	0.5721	57.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7343	73.43%
CYP3A4 inhibition	-	0.7240	72.40%
CYP2C9 inhibition	-	0.6999	69.99%
CYP2C19 inhibition	-	0.7670	76.70%
CYP2D6 inhibition	-	0.9060	90.60%
CYP1A2 inhibition	-	0.8350	83.50%
CYP2C8 inhibition	-	0.8588	85.88%
CYP inhibitory promiscuity	-	0.6837	68.37%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6973	69.73%
Carcinogenicity (trinary)	Non-required	0.6573	65.73%
Eye corrosion	-	0.9647	96.47%
Eye irritation	+	0.5965	59.65%
Skin irritation	-	0.5181	51.81%
Skin corrosion	-	0.9433	94.33%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6562	65.62%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.5428	54.28%
skin sensitisation	+	0.7544	75.44%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.4894	48.94%
Acute Oral Toxicity (c)	III	0.7493	74.93%
Estrogen receptor binding	-	0.5208	52.08%
Androgen receptor binding	-	0.5948	59.48%
Thyroid receptor binding	-	0.6436	64.36%
Glucocorticoid receptor binding	+	0.6377	63.77%
Aromatase binding	-	0.5868	58.68%
PPAR gamma	+	0.6450	64.50%
Honey bee toxicity	-	0.6534	65.34%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9900	99.00%

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	97.97%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.87%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.03%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	87.36%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.94%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.34%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.04%	95.56%

Plants that contains it

• Anethum graveolens
• Cymbidium aloifolium
• Delphinium dictyocarpum
• Ladeania juncea
• Ligularia atroviolacea
• Scutellaria glabra
• Trifolium pannonicum

Cross-Links

• PubChem: 3035892
• NPASS: NPC222302