3-[(3R,4R,5S,6R,7Z,10S)-4,10-dihydroxy-3-[(2E,4E,6E)-1-hydroxy-6,10-dimethylundeca-2,4,6,9-tetraen-2-yl]-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl]propyl decanoate

Details

• Internal ID: 05d568c2-915e-4fc9-88d0-2dbeff313baa
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: 3-[(3R,4R,5S,6R,7Z,10S)-4,10-dihydroxy-3-[(2E,4E,6E)-1-hydroxy-6,10-dimethylundeca-2,4,6,9-tetraen-2-yl]-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl]propyl decanoate
• InChI: InChI=1S/C40H64O6/c1-7-8-9-10-11-12-13-22-37(43)46-27-16-21-36-34(32(5)28-41)23-25-39(6,45)40(36)26-24-35(38(40)44)33(29-42)20-15-19-31(4)18-14-17-30(2)3/h15,17-20,28,35-36,38,42,44-45H,7-14,16,21-27,29H2,1-6H3/b19-15+,31-18+,33-20-,34-32-/t35-,36-,38-,39+,40+/m1/s1
• InChI Key: PBUFVTBEAOXKKG-ICCHAGRSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₄O₆
• Molecular Weight: 640.90 g/mol
• Exact Mass: 640.47028976 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 8.80
• Atomic LogP (AlogP): 8.66
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9661	96.61%
Caco-2	-	0.8095	80.95%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7924	79.24%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.8318	83.18%
OATP1B3 inhibitior	+	0.8917	89.17%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6119	61.19%
BSEP inhibitior	+	0.9928	99.28%
P-glycoprotein inhibitior	+	0.7525	75.25%
P-glycoprotein substrate	+	0.6795	67.95%
CYP3A4 substrate	+	0.7257	72.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9005	90.05%
CYP3A4 inhibition	-	0.8148	81.48%
CYP2C9 inhibition	-	0.6399	63.99%
CYP2C19 inhibition	-	0.8940	89.40%
CYP2D6 inhibition	-	0.9156	91.56%
CYP1A2 inhibition	-	0.9202	92.02%
CYP2C8 inhibition	+	0.8100	81.00%
CYP inhibitory promiscuity	-	0.8878	88.78%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6584	65.84%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9229	92.29%
Skin irritation	-	0.5811	58.11%
Skin corrosion	-	0.9652	96.52%
Ames mutagenesis	-	0.7870	78.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3956	39.56%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5824	58.24%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4787	47.87%
Acute Oral Toxicity (c)	III	0.4316	43.16%
Estrogen receptor binding	+	0.8236	82.36%
Androgen receptor binding	+	0.7498	74.98%
Thyroid receptor binding	-	0.4874	48.74%
Glucocorticoid receptor binding	+	0.7501	75.01%
Aromatase binding	+	0.6079	60.79%
PPAR gamma	+	0.5726	57.26%
Honey bee toxicity	-	0.8366	83.66%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6929	69.29%
Fish aquatic toxicity	+	0.9879	98.79%

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	97.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.02%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.49%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	95.02%	97.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.38%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.58%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.82%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.37%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.27%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.99%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.80%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.28%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.53%	97.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.14%	97.29%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.12%	91.24%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.80%	93.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.45%	93.03%
CHEMBL5255	O00206	Toll-like receptor 4	85.44%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	85.30%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.16%	96.90%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.47%	85.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.71%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.31%	95.89%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	83.22%	92.08%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.05%	94.33%
CHEMBL299	P17252	Protein kinase C alpha	82.55%	98.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.45%	89.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	82.10%	96.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.58%	91.71%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.24%	92.86%
CHEMBL259	P32245	Melanocortin receptor 4	80.99%	95.38%
CHEMBL2061	P19793	Retinoid X receptor alpha	80.33%	91.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.01%	92.62%

Plants that contains it

• Iris pseudacorus

Cross-Links

• PubChem: 163188332
• LOTUS: LTS0095524
• wikiData: Q105205450