[(2S,3S,5R,7S,8R,9R)-2-[(1R,3R,4R,5S,6S,7E,9Z,11E,13E)-14-cyano-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyltetradeca-7,9,11,13-tetraenyl]-9-[(E)-3-[2-[(2R,4S)-4-[[(2R,3R,4R)-4-(dimethylamino)-2,3-dihydroxy-5-methoxypentanoyl]amino]pentan-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: 2f4ea118-5559-4527-931d-990e559967cd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: [(2S,3S,5R,7S,8R,9R)-2-[(1R,3R,4R,5S,6S,7E,9Z,11E,13E)-14-cyano-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyltetradeca-7,9,11,13-tetraenyl]-9-[(E)-3-[2-[(2R,4S)-4-[[(2R,3R,4R)-4-(dimethylamino)-2,3-dihydroxy-5-methoxypentanoyl]amino]pentan-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)CC(C)NC(=O)C(C(C(COC)N(C)C)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H](C[C@@]2(C([C@@H]([C@@H](O2)[C@@H](C[C@H]([C@@H](C)[C@H]([C@@H](C)/C=C(\C)/C(=C\C=C\C(=C\C#N)\C)/C)O)O)OC)OP(=O)(O)O)(C)C)O[C@@H]1C/C=C/C3=COC(=N3)[C@H](C)C[C@H](C)NC(=O)[C@@H]([C@@H]([C@@H](COC)N(C)C)O)O)O
• InChI: InChI=1S/C51H83N4O15P/c1-29(21-22-52)17-15-18-30(2)31(3)23-32(4)43(58)36(8)39(56)25-42(66-14)46-47(70-71(62,63)64)50(9,10)51(69-46)26-40(57)35(7)41(68-51)20-16-19-37-27-67-49(54-37)33(5)24-34(6)53-48(61)45(60)44(59)38(28-65-13)55(11)12/h15-19,21,23,27,32-36,38-47,56-60H,20,24-26,28H2,1-14H3,(H,53,61)(H2,62,63,64)/b17-15+,19-16+,29-21+,30-18-,31-23+/t32-,33+,34-,35+,36+,38+,39+,40-,41+,42+,43-,44+,45+,46-,47+,51+/m0/s1
• InChI Key: MDHVPFKPZGGNLB-CVRQVAJESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₃N₄O₁₅P
• Molecular Weight: 1023.20 g/mol
• Exact Mass: 1022.55925495 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 5.08
• 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	+	0.6562	65.62%
Caco-2	-	0.8624	86.24%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4293	42.93%
OATP2B1 inhibitior	-	0.8640	86.40%
OATP1B1 inhibitior	+	0.8054	80.54%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9825	98.25%
P-glycoprotein inhibitior	+	0.7435	74.35%
P-glycoprotein substrate	+	0.8338	83.38%
CYP3A4 substrate	+	0.7594	75.94%
CYP2C9 substrate	-	0.7910	79.10%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.9312	93.12%
CYP2C9 inhibition	-	0.8159	81.59%
CYP2C19 inhibition	-	0.7849	78.49%
CYP2D6 inhibition	-	0.8918	89.18%
CYP1A2 inhibition	-	0.7613	76.13%
CYP2C8 inhibition	+	0.8185	81.85%
CYP inhibitory promiscuity	-	0.9672	96.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5035	50.35%
Eye corrosion	-	0.9794	97.94%
Eye irritation	-	0.8996	89.96%
Skin irritation	-	0.7601	76.01%
Skin corrosion	-	0.9165	91.65%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7544	75.44%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6827	68.27%
skin sensitisation	-	0.8304	83.04%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.6106	61.06%
Acute Oral Toxicity (c)	III	0.5400	54.00%
Estrogen receptor binding	+	0.7800	78.00%
Androgen receptor binding	+	0.7303	73.03%
Thyroid receptor binding	+	0.6489	64.89%
Glucocorticoid receptor binding	+	0.7786	77.86%
Aromatase binding	+	0.5781	57.81%
PPAR gamma	+	0.8288	82.88%
Honey bee toxicity	-	0.5877	58.77%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8665	86.65%

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	99.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.67%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	98.17%	90.17%
CHEMBL1914	P06276	Butyrylcholinesterase	97.14%	95.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.09%	96.38%
CHEMBL3401	O75469	Pregnane X receptor	95.08%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	95.00%	95.50%
CHEMBL2581	P07339	Cathepsin D	94.94%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.86%	85.14%
CHEMBL3837	P07711	Cathepsin L	92.85%	96.61%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.34%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.30%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.29%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.31%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.50%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.83%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.72%	99.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.48%	98.75%
CHEMBL4073	P09237	Matrix metalloproteinase 7	85.14%	97.56%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	84.88%	99.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.31%	96.90%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.15%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.13%	95.56%
CHEMBL2885	P07451	Carbonic anhydrase III	83.06%	87.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.74%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.32%	86.33%
CHEMBL5028	O14672	ADAM10	81.31%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.26%	95.89%

Plants that contains it

• Senna garrettiana

Cross-Links

• PubChem: 21726439
• LOTUS: LTS0103788
• wikiData: Q105188600