5-(diaminomethylideneamino)-2-[[(2R,3S,4R,5R)-2,3,5-trihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methylamino]pentanoic acid

Details

• Internal ID: 67c41823-c607-4511-996f-baed6e49e03f
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: 5-(diaminomethylideneamino)-2-[[(2R,3S,4R,5R)-2,3,5-trihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methylamino]pentanoic acid
• SMILES (Canonical): C1C(C(C(C(O1)(CNC(CCCN=C(N)N)C(=O)O)O)O)OC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@H]([C@@H]([C@](O1)(CNC(CCCN=C(N)N)C(=O)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
• InChI: InChI=1S/C18H34N4O12/c19-17(20)21-3-1-2-7(15(29)30)22-6-18(31)14(28)13(8(24)5-32-18)34-16-12(27)11(26)10(25)9(4-23)33-16/h7-14,16,22-28,31H,1-6H2,(H,29,30)(H4,19,20,21)/t7?,8-,9-,10-,11+,12-,13-,14+,16+,18-/m1/s1
• InChI Key: NLEHZOMZLCBMKF-TXHKITKMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₄N₄O₁₂
• Molecular Weight: 498.50 g/mol
• Exact Mass: 498.21732253 g/mol
• Topological Polar Surface Area (TPSA): 283.00 Ų
• XlogP: -7.70
• Atomic LogP (AlogP): -6.29
• H-Bond Acceptor: 13
• H-Bond Donor: 11
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9296	92.96%
Caco-2	-	0.8778	87.78%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6611	66.11%
OATP2B1 inhibitior	-	0.7179	71.79%
OATP1B1 inhibitior	+	0.9067	90.67%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8408	84.08%
P-glycoprotein inhibitior	-	0.6638	66.38%
P-glycoprotein substrate	-	0.5500	55.00%
CYP3A4 substrate	+	0.6510	65.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8359	83.59%
CYP3A4 inhibition	-	0.9708	97.08%
CYP2C9 inhibition	-	0.9123	91.23%
CYP2C19 inhibition	-	0.8817	88.17%
CYP2D6 inhibition	-	0.8876	88.76%
CYP1A2 inhibition	-	0.8541	85.41%
CYP2C8 inhibition	-	0.8048	80.48%
CYP inhibitory promiscuity	-	0.9850	98.50%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6293	62.93%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9669	96.69%
Skin irritation	-	0.7680	76.80%
Skin corrosion	-	0.9218	92.18%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6884	68.84%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.8434	84.34%
skin sensitisation	-	0.7896	78.96%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5811	58.11%
Acute Oral Toxicity (c)	III	0.4927	49.27%
Estrogen receptor binding	+	0.5780	57.80%
Androgen receptor binding	-	0.5822	58.22%
Thyroid receptor binding	+	0.5890	58.90%
Glucocorticoid receptor binding	-	0.4940	49.40%
Aromatase binding	+	0.6727	67.27%
PPAR gamma	+	0.5643	56.43%
Honey bee toxicity	-	0.7422	74.22%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.9282	92.82%

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	99.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.22%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.34%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.14%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.46%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.21%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.12%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.93%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	87.48%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.79%	91.19%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.72%	97.29%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	85.88%	97.88%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	85.77%	92.32%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.49%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.25%	93.56%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	84.81%	92.29%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.67%	98.05%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	84.12%	96.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.03%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.94%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.76%	90.71%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.62%	82.50%
CHEMBL221	P23219	Cyclooxygenase-1	80.59%	90.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.46%	100.00%
CHEMBL5028	O14672	ADAM10	80.26%	97.50%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 11968784
• NPASS: NPC105547