3-[5-[2-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpentoxy]-3-oxopropanoic acid

Details

• Internal ID: bfff9798-06bd-4c22-8c84-cba6450d6275
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 3-[5-[2-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpentoxy]-3-oxopropanoic acid
• SMILES (Canonical): CC(CCC1C2(CCCC(C2CCC1(C)O)(C)CO)C)CCOC(=O)CC(=O)O
• SMILES (Isomeric): CC(CCC1C2(CCCC(C2CCC1(C)O)(C)CO)C)CCOC(=O)CC(=O)O
• InChI: InChI=1S/C23H40O6/c1-16(9-13-29-20(27)14-19(25)26)6-7-18-22(3)11-5-10-21(2,15-24)17(22)8-12-23(18,4)28/h16-18,24,28H,5-15H2,1-4H3,(H,25,26)
• InChI Key: VBANHXPCXYELBF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₄₀O₆
• Molecular Weight: 412.60 g/mol
• Exact Mass: 412.28248899 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.78
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9617	96.17%
Caco-2	-	0.6693	66.93%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8512	85.12%
OATP2B1 inhibitior	-	0.5695	56.95%
OATP1B1 inhibitior	+	0.8618	86.18%
OATP1B3 inhibitior	+	0.8886	88.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8138	81.38%
P-glycoprotein inhibitior	-	0.6658	66.58%
P-glycoprotein substrate	-	0.6493	64.93%
CYP3A4 substrate	+	0.6616	66.16%
CYP2C9 substrate	+	0.5482	54.82%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	-	0.6670	66.70%
CYP2C9 inhibition	-	0.8878	88.78%
CYP2C19 inhibition	-	0.8808	88.08%
CYP2D6 inhibition	-	0.9657	96.57%
CYP1A2 inhibition	-	0.8223	82.23%
CYP2C8 inhibition	-	0.6868	68.68%
CYP inhibitory promiscuity	-	0.9671	96.71%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6905	69.05%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.8180	81.80%
Skin irritation	-	0.6784	67.84%
Skin corrosion	-	0.9735	97.35%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4514	45.14%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6851	68.51%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7914	79.14%
Acute Oral Toxicity (c)	III	0.6163	61.63%
Estrogen receptor binding	+	0.6726	67.26%
Androgen receptor binding	-	0.5745	57.45%
Thyroid receptor binding	+	0.5842	58.42%
Glucocorticoid receptor binding	+	0.6553	65.53%
Aromatase binding	+	0.6721	67.21%
PPAR gamma	+	0.6118	61.18%
Honey bee toxicity	-	0.8775	87.75%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9681	96.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.34%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.45%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.04%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.31%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.03%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.26%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	91.72%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.67%	96.47%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.03%	96.61%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.56%	94.62%
CHEMBL2581	P07339	Cathepsin D	89.03%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.95%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.28%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.06%	95.89%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.02%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.63%	94.33%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	84.14%	96.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.80%	97.50%
CHEMBL4302	P08183	P-glycoprotein 1	82.88%	92.98%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.76%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.71%	92.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.43%	82.69%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.41%	96.90%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.76%	91.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.65%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.12%	96.21%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.04%	89.05%

Plants that contains it

• Olearia teretifolia

Cross-Links

• PubChem: 163043120
• LOTUS: LTS0123227
• wikiData: Q105283119