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

Details

• Internal ID: b214ae84-9e98-43e2-9413-95cac86b5c31
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 3-[5-[2-hydroxy-2,5,8a-trimethyl-5-(3-methylbut-2-enoyloxymethyl)-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)COC(=O)C=C(C)C)C)CCOC(=O)CC(=O)O
• SMILES (Isomeric): CC(CCC1C2(CCCC(C2CCC1(C)O)(C)COC(=O)C=C(C)C)C)CCOC(=O)CC(=O)O
• InChI: InChI=1S/C28H46O7/c1-19(2)16-24(31)35-18-26(4)12-7-13-27(5)21(26)10-14-28(6,33)22(27)9-8-20(3)11-15-34-25(32)17-23(29)30/h16,20-22,33H,7-15,17-18H2,1-6H3,(H,29,30)
• InChI Key: JEJOOPFXFBJLAW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₆O₇
• Molecular Weight: 494.70 g/mol
• Exact Mass: 494.32435380 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.29
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9847	98.47%
Caco-2	-	0.6591	65.91%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.9034	90.34%
OATP2B1 inhibitior	-	0.7088	70.88%
OATP1B1 inhibitior	+	0.8651	86.51%
OATP1B3 inhibitior	+	0.8275	82.75%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7119	71.19%
BSEP inhibitior	+	0.7874	78.74%
P-glycoprotein inhibitior	+	0.6605	66.05%
P-glycoprotein substrate	+	0.5282	52.82%
CYP3A4 substrate	+	0.6875	68.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9211	92.11%
CYP3A4 inhibition	-	0.8639	86.39%
CYP2C9 inhibition	-	0.8299	82.99%
CYP2C19 inhibition	-	0.8721	87.21%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.8671	86.71%
CYP2C8 inhibition	-	0.5673	56.73%
CYP inhibitory promiscuity	-	0.9229	92.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6356	63.56%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8950	89.50%
Skin irritation	-	0.5987	59.87%
Skin corrosion	-	0.9708	97.08%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5339	53.39%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.7356	73.56%
skin sensitisation	-	0.7977	79.77%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8635	86.35%
Acute Oral Toxicity (c)	III	0.4663	46.63%
Estrogen receptor binding	+	0.7489	74.89%
Androgen receptor binding	+	0.5476	54.76%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7368	73.68%
Aromatase binding	+	0.7614	76.14%
PPAR gamma	+	0.6326	63.26%
Honey bee toxicity	-	0.8177	81.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9959	99.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.99%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.39%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.99%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.61%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.05%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.04%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	92.60%	91.19%
CHEMBL2581	P07339	Cathepsin D	92.16%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.70%	94.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.21%	96.47%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.20%	95.50%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	88.07%	96.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.03%	96.61%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.27%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.98%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.35%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.07%	94.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.72%	94.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.59%	97.50%
CHEMBL237	P41145	Kappa opioid receptor	84.33%	98.10%
CHEMBL5255	O00206	Toll-like receptor 4	83.51%	92.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.29%	89.05%
CHEMBL1075317	P61964	WD repeat-containing protein 5	82.68%	96.33%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	82.64%	89.33%
CHEMBL5028	O14672	ADAM10	82.63%	97.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.97%	89.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.82%	97.09%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.32%	96.90%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.16%	91.24%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.00%	89.34%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.70%	91.07%

Plants that contains it

• Olearia teretifolia

Cross-Links

• PubChem: 162929614
• LOTUS: LTS0252599
• wikiData: Q105126133