3-O-[5-(2-hydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpent-2-enyl] 1-O-methyl propanedioate

Details

• Internal ID: 31fb5852-ab75-4a17-9fcf-a76c492c86d5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 3-O-[5-(2-hydroxy-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpent-2-enyl] 1-O-methyl propanedioate
• SMILES (Canonical): CC(=CCOC(=O)CC(=O)OC)CCC1C2(CCCC(C2CCC1(C)O)(C)C)C
• SMILES (Isomeric): CC(=CCOC(=O)CC(=O)OC)CCC1C2(CCCC(C2CCC1(C)O)(C)C)C
• InChI: InChI=1S/C24H40O5/c1-17(11-15-29-21(26)16-20(25)28-6)8-9-19-23(4)13-7-12-22(2,3)18(23)10-14-24(19,5)27/h11,18-19,27H,7-10,12-16H2,1-6H3
• InChI Key: BSFKELIWSIJBDC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₀O₅
• Molecular Weight: 408.60 g/mol
• Exact Mass: 408.28757437 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 4.81
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.5256	52.56%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.9043	90.43%
OATP2B1 inhibitior	-	0.7209	72.09%
OATP1B1 inhibitior	+	0.8468	84.68%
OATP1B3 inhibitior	+	0.8628	86.28%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5614	56.14%
BSEP inhibitior	+	0.9084	90.84%
P-glycoprotein inhibitior	-	0.4793	47.93%
P-glycoprotein substrate	-	0.7699	76.99%
CYP3A4 substrate	+	0.6733	67.33%
CYP2C9 substrate	-	0.7922	79.22%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.7959	79.59%
CYP2C9 inhibition	-	0.6717	67.17%
CYP2C19 inhibition	-	0.8112	81.12%
CYP2D6 inhibition	-	0.9566	95.66%
CYP1A2 inhibition	-	0.7871	78.71%
CYP2C8 inhibition	+	0.5261	52.61%
CYP inhibitory promiscuity	-	0.9162	91.62%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6687	66.87%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.8649	86.49%
Skin irritation	-	0.5783	57.83%
Skin corrosion	-	0.9715	97.15%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7106	71.06%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6648	66.48%
skin sensitisation	-	0.8172	81.72%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4640	46.40%
Acute Oral Toxicity (c)	III	0.5110	51.10%
Estrogen receptor binding	+	0.6450	64.50%
Androgen receptor binding	-	0.5454	54.54%
Thyroid receptor binding	+	0.6078	60.78%
Glucocorticoid receptor binding	+	0.6682	66.82%
Aromatase binding	+	0.6038	60.38%
PPAR gamma	+	0.5539	55.39%
Honey bee toxicity	-	0.8409	84.09%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9933	99.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.62%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.95%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.95%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	92.25%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	88.74%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.83%	94.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.16%	96.38%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.11%	91.24%
CHEMBL4040	P28482	MAP kinase ERK2	86.81%	83.82%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	86.72%	98.99%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	86.40%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.10%	91.07%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.00%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.76%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.55%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	84.25%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.02%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.25%	97.09%
CHEMBL5028	O14672	ADAM10	81.62%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.54%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.53%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.25%	95.89%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.94%	95.71%
CHEMBL1937	Q92769	Histone deacetylase 2	80.76%	94.75%
CHEMBL4374	Q9Y5X4	Photoreceptor-specific nuclear receptor	80.73%	85.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.73%	96.90%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.06%	94.00%

Plants that contains it

• Parentucellia latifolia

Cross-Links

• PubChem: 162921416
• LOTUS: LTS0026736
• wikiData: Q104945229