3-[[5-(5-Hydroxy-3-methylpentyl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methoxy]-3-oxopropanoic acid

Details

• Internal ID: 0394a09f-4ad7-4af6-b651-8c38ce7389a7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 3-[[5-(5-hydroxy-3-methylpentyl)-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methoxy]-3-oxopropanoic acid
• InChI: InChI=1S/C23H38O5/c1-16(10-13-24)8-11-22(3)17(2)9-12-23(4)18(6-5-7-19(22)23)15-28-21(27)14-20(25)26/h6,16-17,19,24H,5,7-15H2,1-4H3,(H,25,26)
• InChI Key: PGXFZKIQDJVCQY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₈O₅
• Molecular Weight: 394.50 g/mol
• Exact Mass: 394.27192431 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.58
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9551	95.51%
Caco-2	-	0.5644	56.44%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7451	74.51%
OATP2B1 inhibitior	-	0.7167	71.67%
OATP1B1 inhibitior	+	0.9127	91.27%
OATP1B3 inhibitior	+	0.8696	86.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6114	61.14%
BSEP inhibitior	+	0.8960	89.60%
P-glycoprotein inhibitior	-	0.6489	64.89%
P-glycoprotein substrate	-	0.6303	63.03%
CYP3A4 substrate	+	0.6107	61.07%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8819	88.19%
CYP3A4 inhibition	-	0.6187	61.87%
CYP2C9 inhibition	-	0.8925	89.25%
CYP2C19 inhibition	-	0.8813	88.13%
CYP2D6 inhibition	-	0.9207	92.07%
CYP1A2 inhibition	-	0.7878	78.78%
CYP2C8 inhibition	-	0.6275	62.75%
CYP inhibitory promiscuity	-	0.8292	82.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6279	62.79%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.8730	87.30%
Skin irritation	-	0.6463	64.63%
Skin corrosion	-	0.9745	97.45%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7196	71.96%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5657	56.57%
skin sensitisation	-	0.7947	79.47%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6521	65.21%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7340	73.40%
Acute Oral Toxicity (c)	III	0.6932	69.32%
Estrogen receptor binding	+	0.7298	72.98%
Androgen receptor binding	-	0.5413	54.13%
Thyroid receptor binding	+	0.6701	67.01%
Glucocorticoid receptor binding	+	0.7935	79.35%
Aromatase binding	+	0.7578	75.78%
PPAR gamma	+	0.6526	65.26%
Honey bee toxicity	-	0.8415	84.15%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7650	76.50%
Fish aquatic toxicity	+	0.9942	99.42%

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	98.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.94%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.20%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.97%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	91.44%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	88.90%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.10%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.35%	94.45%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.11%	94.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.69%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.68%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.26%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	82.06%	97.79%

Plants that contains it

• Baccharis alaternoides

Cross-Links

• PubChem: 162906648
• LOTUS: LTS0078921
• wikiData: Q105208766