5-(6-hydroxy-4-methylhex-4-enyl)-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid

Details

• Internal ID: 272a90e5-ee83-4f9d-ab80-9d024e570076
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: 5-(6-hydroxy-4-methylhex-4-enyl)-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• SMILES (Canonical): CC(=CCO)CCCC1C(=C)CCC2C1(CCCC2(C)C(=O)O)C
• SMILES (Isomeric): CC(=CCO)CCCC1C(=C)CCC2C1(CCCC2(C)C(=O)O)C
• InChI: InChI=1S/C21H34O3/c1-15(11-14-22)7-5-8-17-16(2)9-10-18-20(17,3)12-6-13-21(18,4)19(23)24/h11,17-18,22H,2,5-10,12-14H2,1,3-4H3,(H,23,24)
• InChI Key: BOVFKJJRUSBLPS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₃
• Molecular Weight: 334.50 g/mol
• Exact Mass: 334.25079494 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.96
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.8405	84.05%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6483	64.83%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.7915	79.15%
OATP1B3 inhibitior	-	0.2208	22.08%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5491	54.91%
BSEP inhibitior	+	0.8124	81.24%
P-glycoprotein inhibitior	-	0.7352	73.52%
P-glycoprotein substrate	-	0.7657	76.57%
CYP3A4 substrate	+	0.6309	63.09%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.8732	87.32%
CYP3A4 inhibition	-	0.5838	58.38%
CYP2C9 inhibition	-	0.6188	61.88%
CYP2C19 inhibition	-	0.7708	77.08%
CYP2D6 inhibition	-	0.9064	90.64%
CYP1A2 inhibition	-	0.8062	80.62%
CYP2C8 inhibition	-	0.6194	61.94%
CYP inhibitory promiscuity	-	0.6900	69.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6467	64.67%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.8609	86.09%
Skin irritation	-	0.7192	71.92%
Skin corrosion	-	0.9789	97.89%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4252	42.52%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.7319	73.19%
skin sensitisation	-	0.5499	54.99%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6489	64.89%
Acute Oral Toxicity (c)	III	0.6356	63.56%
Estrogen receptor binding	-	0.4766	47.66%
Androgen receptor binding	+	0.5971	59.71%
Thyroid receptor binding	+	0.7336	73.36%
Glucocorticoid receptor binding	+	0.8100	81.00%
Aromatase binding	+	0.5466	54.66%
PPAR gamma	+	0.6273	62.73%
Honey bee toxicity	-	0.9259	92.59%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	95.18%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.64%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.39%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.53%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	87.49%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.00%	96.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.05%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.76%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.45%	95.56%
CHEMBL2581	P07339	Cathepsin D	83.12%	98.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.80%	100.00%

Plants that contains it

• Juniperus communis

Cross-Links

• PubChem: 162850618
• LOTUS: LTS0019230
• wikiData: Q104940731