5-(4-Carboxy-3-methylbutyl)-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

Details

• Internal ID: 042af255-75c1-4358-a2ec-1a8173fc41fe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 5-(4-carboxy-3-methylbutyl)-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• SMILES (Canonical): CC1CCC2(C(C1(C)CCC(C)CC(=O)O)CCC=C2C(=O)O)CO
• SMILES (Isomeric): CC1CCC2(C(C1(C)CCC(C)CC(=O)O)CCC=C2C(=O)O)CO
• InChI: InChI=1S/C20H32O5/c1-13(11-17(22)23)7-9-19(3)14(2)8-10-20(12-21)15(18(24)25)5-4-6-16(19)20/h5,13-14,16,21H,4,6-12H2,1-3H3,(H,22,23)(H,24,25)
• InChI Key: UIELZYUKDVTYNW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₅
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.22497412 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	+	0.6231	62.31%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7973	79.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8962	89.62%
OATP1B3 inhibitior	+	0.8341	83.41%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5829	58.29%
BSEP inhibitior	+	0.5860	58.60%
P-glycoprotein inhibitior	-	0.7837	78.37%
P-glycoprotein substrate	-	0.7584	75.84%
CYP3A4 substrate	+	0.5624	56.24%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.9158	91.58%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.9074	90.74%
CYP2C19 inhibition	-	0.9409	94.09%
CYP2D6 inhibition	-	0.9311	93.11%
CYP1A2 inhibition	-	0.8917	89.17%
CYP2C8 inhibition	-	0.8276	82.76%
CYP inhibitory promiscuity	-	0.8700	87.00%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7029	70.29%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.6448	64.48%
Skin corrosion	-	0.9777	97.77%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5231	52.31%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5611	56.11%
skin sensitisation	-	0.6558	65.58%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7077	70.77%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4864	48.64%
Acute Oral Toxicity (c)	III	0.6888	68.88%
Estrogen receptor binding	+	0.8420	84.20%
Androgen receptor binding	+	0.5386	53.86%
Thyroid receptor binding	+	0.7132	71.32%
Glucocorticoid receptor binding	+	0.8241	82.41%
Aromatase binding	+	0.7566	75.66%
PPAR gamma	-	0.6419	64.19%
Honey bee toxicity	-	0.8771	87.71%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9964	99.64%

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	96.81%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.58%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.57%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.80%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.07%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.48%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.11%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.98%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.70%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.34%	93.56%

Plants that contains it

• Olearia teretifolia

Cross-Links

• PubChem: 162844782
• LOTUS: LTS0100523
• wikiData: Q105273315