[(1R,2R,4aR,6R,7S,8aR)-6-hydroxy-1,8a-dimethyl-5-oxo-7-prop-1-en-2-yl-1,2,3,4,4a,6,7,8-octahydronaphthalen-2-yl] (2E,4E,6E)-5-methyldodeca-2,4,6-trienoate

Details

• Internal ID: f7a60b17-4e64-4b78-b4e5-c9bf1d019a82
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(1R,2R,4aR,6R,7S,8aR)-6-hydroxy-1,8a-dimethyl-5-oxo-7-prop-1-en-2-yl-1,2,3,4,4a,6,7,8-octahydronaphthalen-2-yl] (2E,4E,6E)-5-methyldodeca-2,4,6-trienoate
• SMILES (Canonical): CCCCCC=CC(=CC=CC(=O)OC1CCC2C(=O)C(C(CC2(C1C)C)C(=C)C)O)C
• SMILES (Isomeric): CCCCC/C=C/C(=C/C=C/C(=O)O[C@@H]1CC[C@H]2C(=O)[C@@H]([C@@H](C[C@@]2([C@H]1C)C)C(=C)C)O)/C
• InChI: InChI=1S/C28H42O4/c1-7-8-9-10-11-13-20(4)14-12-15-25(29)32-24-17-16-23-27(31)26(30)22(19(2)3)18-28(23,6)21(24)5/h11-15,21-24,26,30H,2,7-10,16-18H2,1,3-6H3/b13-11+,15-12+,20-14+/t21-,22-,23-,24+,26+,28+/m0/s1
• InChI Key: GRKMYOFGMGYHPG-HPMIYTBRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₂O₄
• Molecular Weight: 442.60 g/mol
• Exact Mass: 442.30830982 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 6.12
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	-	0.6542	65.42%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7935	79.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7857	78.57%
OATP1B3 inhibitior	+	0.8620	86.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7369	73.69%
P-glycoprotein inhibitior	+	0.7553	75.53%
P-glycoprotein substrate	+	0.5502	55.02%
CYP3A4 substrate	+	0.7028	70.28%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.9111	91.11%
CYP3A4 inhibition	+	0.5791	57.91%
CYP2C9 inhibition	-	0.8885	88.85%
CYP2C19 inhibition	-	0.7855	78.55%
CYP2D6 inhibition	-	0.9139	91.39%
CYP1A2 inhibition	-	0.8628	86.28%
CYP2C8 inhibition	+	0.4794	47.94%
CYP inhibitory promiscuity	-	0.8523	85.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Non-required	0.6790	67.90%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9355	93.55%
Skin irritation	+	0.5905	59.05%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	-	0.7037	70.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8305	83.05%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5175	51.75%
skin sensitisation	-	0.7490	74.90%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5584	55.84%
Estrogen receptor binding	+	0.6739	67.39%
Androgen receptor binding	-	0.5333	53.33%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7263	72.63%
Aromatase binding	+	0.6210	62.10%
PPAR gamma	-	0.5995	59.95%
Honey bee toxicity	-	0.8348	83.48%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6053	60.53%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.27%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.16%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.97%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.66%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.67%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.18%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.33%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.89%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.27%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.74%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.27%	94.45%
CHEMBL299	P17252	Protein kinase C alpha	85.10%	98.03%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.85%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.69%	86.33%
CHEMBL1902	P62942	FK506-binding protein 1A	84.30%	97.05%
CHEMBL2061	P19793	Retinoid X receptor alpha	83.85%	91.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.72%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.48%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.41%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.37%	96.77%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.06%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.64%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.75%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.10%	95.50%

Plants that contains it

• Senecio erubescens

Cross-Links

• PubChem: 162991233
• LOTUS: LTS0103018
• wikiData: Q105016128