[(2R,3R,5R,7R,8S,9S)-2-[(1S,3S,4S,5R,6R,7E,9Z,11E,13Z)-14-cyano-3,5-dihydroxy-1-methoxy-4,6,8,9-tetramethyltetradeca-7,9,11,13-tetraenyl]-9-[(E)-3-[2-[(2S)-4-[[(2S,3S,4S)-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: d7a3c3b0-65ca-450c-9776-6baa05010ca2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: [(2R,3R,5R,7R,8S,9S)-2-[(1S,3S,4S,5R,6R,7E,9Z,11E,13Z)-14-cyano-3,5-dihydroxy-1-methoxy-4,6,8,9-tetramethyltetradeca-7,9,11,13-tetraenyl]-9-[(E)-3-[2-[(2S)-4-[[(2S,3S,4S)-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
• InChI: InChI=1S/C49H79N4O15P/c1-29(18-15-13-14-16-22-50)31(3)24-32(4)41(56)34(6)37(54)25-40(64-12)44-45(68-69(60,61)62)48(7,8)49(67-44)26-38(55)33(5)39(66-49)20-17-19-35-27-65-47(52-35)30(2)21-23-51-46(59)43(58)42(57)36(28-63-11)53(9)10/h13-19,24,27,30,32-34,36-45,54-58H,20-21,23,25-26,28H2,1-12H3,(H,51,59)(H2,60,61,62)/b15-13+,16-14-,19-17+,29-18-,31-24+/t30-,32+,33-,34-,36-,37-,38+,39-,40-,41+,42-,43-,44+,45-,49+/m0/s1
• InChI Key: NETBPLMLOTXQJJ-KOKYQJELSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₉N₄O₁₅P
• Molecular Weight: 995.10 g/mol
• Exact Mass: 994.52795482 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 4.30
• 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	-	0.8632	86.32%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4623	46.23%
OATP2B1 inhibitior	-	0.8639	86.39%
OATP1B1 inhibitior	+	0.8099	80.99%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9854	98.54%
P-glycoprotein inhibitior	+	0.7431	74.31%
P-glycoprotein substrate	+	0.8333	83.33%
CYP3A4 substrate	+	0.7572	75.72%
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	+	0.8089	80.89%
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	-	0.9005	90.05%
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	+	0.7620	76.20%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6479	64.79%
skin sensitisation	-	0.8300	83.00%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7531	75.31%
Acute Oral Toxicity (c)	III	0.5472	54.72%
Estrogen receptor binding	+	0.7874	78.74%
Androgen receptor binding	+	0.7171	71.71%
Thyroid receptor binding	+	0.6661	66.61%
Glucocorticoid receptor binding	+	0.7786	77.86%
Aromatase binding	+	0.5674	56.74%
PPAR gamma	+	0.8326	83.26%
Honey bee toxicity	-	0.5703	57.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.6759	67.59%

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	99.61%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.54%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	98.07%	90.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.06%	96.38%
CHEMBL1914	P06276	Butyrylcholinesterase	96.80%	95.00%
CHEMBL2581	P07339	Cathepsin D	96.03%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.17%	94.73%
CHEMBL3837	P07711	Cathepsin L	93.17%	96.61%
CHEMBL4227	P25090	Lipoxin A4 receptor	92.73%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.81%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.49%	97.25%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.45%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.18%	93.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	90.63%	93.10%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.44%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.22%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.44%	99.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.49%	96.90%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.01%	99.23%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.20%	95.17%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	83.51%	99.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.38%	95.58%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.95%	95.89%
CHEMBL5028	O14672	ADAM10	82.58%	97.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.38%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.68%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.88%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163190432
• LOTUS: LTS0276093
• wikiData: Q105178177