[(1aS,3S,4aR,5S,8R,8aR)-4a,5-dimethyl-2-oxo-3-(3-oxoprop-1-en-2-yl)-3,4,5,6,7,8-hexahydro-1aH-naphtho[8,8a-b]oxiren-8-yl] (E,2R,3S,6R)-3-hydroxy-6-(hydroxymethyl)-2,4-dimethyldodec-4-enoate

Details

• Internal ID: 0225897f-ee70-4b3e-9b38-3a5bfa1aa4b9
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: [(1aS,3S,4aR,5S,8R,8aR)-4a,5-dimethyl-2-oxo-3-(3-oxoprop-1-en-2-yl)-3,4,5,6,7,8-hexahydro-1aH-naphtho[8,8a-b]oxiren-8-yl] (E,2R,3S,6R)-3-hydroxy-6-(hydroxymethyl)-2,4-dimethyldodec-4-enoate
• SMILES (Canonical): CCCCCCC(CO)C=C(C)C(C(C)C(=O)OC1CCC(C2(C13C(O3)C(=O)C(C2)C(=C)C=O)C)C)O
• SMILES (Isomeric): CCCCCC[C@@H](CO)/C=C(\C)/[C@H]([C@@H](C)C(=O)O[C@@H]1CC[C@@H]([C@@]2([C@]13[C@H](O3)C(=O)[C@@H](C2)C(=C)C=O)C)C)O
• InChI: InChI=1S/C30H46O7/c1-7-8-9-10-11-22(17-32)14-18(2)25(33)21(5)28(35)36-24-13-12-20(4)29(6)15-23(19(3)16-31)26(34)27-30(24,29)37-27/h14,16,20-25,27,32-33H,3,7-13,15,17H2,1-2,4-6H3/b18-14+/t20-,21+,22+,23-,24+,25+,27+,29+,30+/m0/s1
• InChI Key: VXSWBXLZHSTLGB-XIRNWNPISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₇
• Molecular Weight: 518.70 g/mol
• Exact Mass: 518.32435380 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.34
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9659	96.59%
Caco-2	-	0.7651	76.51%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7349	73.49%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8430	84.30%
OATP1B3 inhibitior	+	0.9099	90.99%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6141	61.41%
BSEP inhibitior	+	0.6909	69.09%
P-glycoprotein inhibitior	+	0.7236	72.36%
P-glycoprotein substrate	+	0.6083	60.83%
CYP3A4 substrate	+	0.7182	71.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	+	0.6826	68.26%
CYP2C9 inhibition	-	0.6167	61.67%
CYP2C19 inhibition	-	0.7575	75.75%
CYP2D6 inhibition	-	0.9280	92.80%
CYP1A2 inhibition	-	0.7095	70.95%
CYP2C8 inhibition	+	0.6251	62.51%
CYP inhibitory promiscuity	-	0.8245	82.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6689	66.89%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9314	93.14%
Skin irritation	-	0.5473	54.73%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7773	77.73%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6549	65.49%
skin sensitisation	-	0.8803	88.03%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5117	51.17%
Acute Oral Toxicity (c)	III	0.5474	54.74%
Estrogen receptor binding	+	0.7995	79.95%
Androgen receptor binding	+	0.6733	67.33%
Thyroid receptor binding	-	0.5875	58.75%
Glucocorticoid receptor binding	+	0.7870	78.70%
Aromatase binding	+	0.7012	70.12%
PPAR gamma	+	0.5693	56.93%
Honey bee toxicity	-	0.7928	79.28%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6573	65.73%
Fish aquatic toxicity	+	0.9957	99.57%

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	98.82%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.33%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.82%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.50%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.37%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.25%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	94.37%	91.19%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.96%	92.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.18%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.69%	97.29%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.23%	90.08%
CHEMBL299	P17252	Protein kinase C alpha	92.01%	98.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.10%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.73%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.56%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	89.74%	97.79%
CHEMBL5255	O00206	Toll-like receptor 4	89.50%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.31%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.29%	95.89%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	88.21%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.93%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.75%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.64%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.51%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.42%	86.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.13%	92.88%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.59%	97.14%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.69%	92.32%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	82.68%	90.24%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.87%	96.90%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.80%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.32%	82.50%
CHEMBL2514	O95665	Neurotensin receptor 2	80.06%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163034837
• LOTUS: LTS0175963
• wikiData: Q105298735