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

Details

• Internal ID: 3d276926-2db0-4d52-90e4-daa2cd3a47be
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5-(5-hydroxy-3-methylpenta-1,3-dienyl)-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• SMILES (Canonical): CC(=CCO)C=CC1C(=C)CCC2C1(CCCC2(C)C(=O)O)C
• SMILES (Isomeric): CC(=CCO)C=CC1C(=C)CCC2C1(CCCC2(C)C(=O)O)C
• InChI: InChI=1S/C20H30O3/c1-14(10-13-21)6-8-16-15(2)7-9-17-19(16,3)11-5-12-20(17,4)18(22)23/h6,8,10,16-17,21H,2,5,7,9,11-13H2,1,3-4H3,(H,22,23)
• InChI Key: HGAFUQPTQYWBDD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.34
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

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	+	0.7447	74.47%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6483	64.83%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.8099	80.99%
OATP1B3 inhibitior	-	0.2208	22.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5491	54.91%
BSEP inhibitior	+	0.7725	77.25%
P-glycoprotein inhibitior	-	0.8304	83.04%
P-glycoprotein substrate	-	0.7432	74.32%
CYP3A4 substrate	+	0.6258	62.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8860	88.60%
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	-	0.6320	63.20%
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	-	0.9487	94.87%
Skin irritation	-	0.7192	71.92%
Skin corrosion	-	0.9789	97.89%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7707	77.07%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6851	68.51%
skin sensitisation	-	0.5499	54.99%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5898	58.98%
Acute Oral Toxicity (c)	III	0.6356	63.56%
Estrogen receptor binding	+	0.5521	55.21%
Androgen receptor binding	-	0.5363	53.63%
Thyroid receptor binding	+	0.6412	64.12%
Glucocorticoid receptor binding	+	0.5424	54.24%
Aromatase binding	+	0.6067	60.67%
PPAR gamma	+	0.5878	58.78%
Honey bee toxicity	-	0.9079	90.79%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
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	92.81%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.86%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.38%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.69%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.38%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.37%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.80%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.59%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.76%	100.00%
CHEMBL1977	P11473	Vitamin D receptor	81.08%	99.43%

Plants that contains it

• Juniperus chinensis

Cross-Links

• PubChem: 163057454
• LOTUS: LTS0233047
• wikiData: Q105027654