5-(5-hydroxy-1,2,4a,5-tetramethyl-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl)-3-methylpent-2-enoic acid

Details

• Internal ID: 4462017e-6f1b-46e2-bf0d-a1084ef9dfa5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 5-(5-hydroxy-1,2,4a,5-tetramethyl-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl)-3-methylpent-2-enoic acid
• InChI: InChI=1S/C20H34O3/c1-14(13-17(21)22)8-11-18(3)15(2)9-12-19(4)16(18)7-6-10-20(19,5)23/h13,15-16,23H,6-12H2,1-5H3,(H,21,22)
• InChI Key: KGKQMWYCRSQMPF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.79
• 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	+	0.9960	99.60%
Caco-2	+	0.6950	69.50%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8006	80.06%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.8622	86.22%
OATP1B3 inhibitior	+	0.9606	96.06%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.4498	44.98%
P-glycoprotein inhibitior	-	0.7892	78.92%
P-glycoprotein substrate	-	0.8051	80.51%
CYP3A4 substrate	+	0.6082	60.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9217	92.17%
CYP3A4 inhibition	-	0.7058	70.58%
CYP2C9 inhibition	-	0.9336	93.36%
CYP2C19 inhibition	-	0.9126	91.26%
CYP2D6 inhibition	-	0.9564	95.64%
CYP1A2 inhibition	-	0.9422	94.22%
CYP2C8 inhibition	-	0.6984	69.84%
CYP inhibitory promiscuity	-	0.8700	87.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6225	62.25%
Eye corrosion	-	0.9962	99.62%
Eye irritation	-	0.7950	79.50%
Skin irritation	+	0.6560	65.60%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7176	71.76%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5160	51.60%
skin sensitisation	+	0.4891	48.91%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7370	73.70%
Acute Oral Toxicity (c)	III	0.7719	77.19%
Estrogen receptor binding	+	0.8829	88.29%
Androgen receptor binding	+	0.6251	62.51%
Thyroid receptor binding	+	0.7318	73.18%
Glucocorticoid receptor binding	+	0.7616	76.16%
Aromatase binding	+	0.7498	74.98%
PPAR gamma	+	0.6838	68.38%
Honey bee toxicity	-	0.8771	87.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9935	99.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.48%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.78%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.64%	97.25%
CHEMBL206	P03372	Estrogen receptor alpha	92.54%	97.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.24%	96.09%
CHEMBL2061	P19793	Retinoid X receptor alpha	89.79%	91.67%
CHEMBL233	P35372	Mu opioid receptor	89.37%	97.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.73%	95.50%
CHEMBL2581	P07339	Cathepsin D	83.12%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.03%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.12%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	80.97%	97.05%
CHEMBL340	P08684	Cytochrome P450 3A4	80.85%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.03%	100.00%

Plants that contains it

• Ageratina ixiocladon

Cross-Links

• PubChem: 78066786
• LOTUS: LTS0273922
• wikiData: Q105140833