[2-(14-Cyano-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyltetradeca-7,9,11,13-tetraenyl)-9-[3-[2-[4-[[4-(dimethylamino)-2,3-dihydroxy-5-methoxypentanoyl]amino]butan-2-yl]-1,3-oxazol-4-yl]prop-2-enyl]-7-hydroxy-4,4,8-trimethyl-1,10-dioxaspiro[4.5]decan-3-yl] dihydrogen phosphate

Details

• Internal ID: 37b23cef-aabf-420e-828d-30eff3a4a8a3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: [2-(14-cyano-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyltetradeca-7,9,11,13-tetraenyl)-9-[3-[2-[4-[[4-(dimethylamino)-2,3-dihydroxy-5-methoxypentanoyl]amino]butan-2-yl]-1,3-oxazol-4-yl]prop-2-enyl]-7-hydroxy-4,4,8-trimethyl-1,10-dioxaspiro[4.5]decan-3-yl] dihydrogen phosphate
• SMILES (Canonical): CC1C(CC2(C(C(C(O2)C(CC(C(C)C(C(C)C=C(C)C(=CC=CC(=CC#N)C)C)O)O)OC)OP(=O)(O)O)(C)C)OC1CC=CC3=COC(=N3)C(C)CCNC(=O)C(C(C(COC)N(C)C)O)O)O
• SMILES (Isomeric): CC1C(CC2(C(C(C(O2)C(CC(C(C)C(C(C)C=C(C)C(=CC=CC(=CC#N)C)C)O)O)OC)OP(=O)(O)O)(C)C)OC1CC=CC3=COC(=N3)C(C)CCNC(=O)C(C(C(COC)N(C)C)O)O)O
• InChI: InChI=1S/C50H81N4O15P/c1-29(20-22-51)16-14-17-30(2)32(4)24-33(5)42(57)35(7)38(55)25-41(65-13)45-46(69-70(61,62)63)49(8,9)50(68-45)26-39(56)34(6)40(67-50)19-15-18-36-27-66-48(53-36)31(3)21-23-52-47(60)44(59)43(58)37(28-64-12)54(10)11/h14-18,20,24,27,31,33-35,37-46,55-59H,19,21,23,25-26,28H2,1-13H3,(H,52,60)(H2,61,62,63)
• InChI Key: FKAWLXNLHHIHLA-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₁N₄O₁₅P
• Molecular Weight: 1009.20 g/mol
• Exact Mass: 1008.54360489 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 4.69
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 26

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6471	64.71%
Caco-2	-	0.8629	86.29%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4623	46.23%
OATP2B1 inhibitior	-	0.8655	86.55%
OATP1B1 inhibitior	+	0.8095	80.95%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9809	98.09%
P-glycoprotein inhibitior	+	0.7439	74.39%
P-glycoprotein substrate	+	0.8379	83.79%
CYP3A4 substrate	+	0.7600	76.00%
CYP2C9 substrate	-	0.7910	79.10%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.8970	89.70%
CYP2C9 inhibition	-	0.8017	80.17%
CYP2C19 inhibition	-	0.7683	76.83%
CYP2D6 inhibition	-	0.8870	88.70%
CYP1A2 inhibition	-	0.7723	77.23%
CYP2C8 inhibition	+	0.8155	81.55%
CYP inhibitory promiscuity	-	0.9696	96.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.4746	47.46%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.7556	75.56%
Skin corrosion	-	0.9148	91.48%
Ames mutagenesis	-	0.5478	54.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7477	74.77%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6428	64.28%
skin sensitisation	-	0.8300	83.00%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7153	71.53%
Acute Oral Toxicity (c)	III	0.5472	54.72%
Estrogen receptor binding	+	0.7902	79.02%
Androgen receptor binding	+	0.7232	72.32%
Thyroid receptor binding	+	0.6518	65.18%
Glucocorticoid receptor binding	+	0.7728	77.28%
Aromatase binding	+	0.5766	57.66%
PPAR gamma	+	0.8321	83.21%
Honey bee toxicity	-	0.5787	57.87%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.6759	67.59%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293232	Q16637	Survival motor neuron protein	281.8 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.61%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.63%	91.11%
CHEMBL1914	P06276	Butyrylcholinesterase	97.92%	95.00%
CHEMBL221	P23219	Cyclooxygenase-1	97.72%	90.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.02%	96.38%
CHEMBL3401	O75469	Pregnane X receptor	95.89%	94.73%
CHEMBL2581	P07339	Cathepsin D	95.36%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	94.91%	95.50%
CHEMBL3837	P07711	Cathepsin L	92.34%	96.61%
CHEMBL4227	P25090	Lipoxin A4 receptor	92.26%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.02%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.53%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.18%	93.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.61%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.36%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.60%	99.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.14%	93.10%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.54%	97.25%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.89%	98.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.48%	96.90%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.40%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.75%	86.33%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	83.81%	99.00%
CHEMBL4073	P09237	Matrix metalloproteinase 7	82.76%	97.56%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.74%	95.71%
CHEMBL5028	O14672	ADAM10	82.09%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.05%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.45%	95.58%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.11%	97.14%

Plants that contains it

• Petunia inflata

Cross-Links

• PubChem: 2534
• LOTUS: LTS0064766
• wikiData: Q105026905