Saffloquinoside A

Details

• Internal ID: 7b653e95-07c0-4c3d-a1df-7fd89ea2ba46
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives
• IUPAC Name: (2S,3'S,4'R,5'R,7S)-3',4,4',5',7-pentahydroxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]spiro[3H-1-benzofuran-2,2'-oxane]-6-one
• SMILES (Canonical): C1C(C(C(C2(O1)CC3=C(O2)C(C(=O)C(=C3O)C(=O)C=CC4=CC=C(C=C4)O)(C5C(C(C(C(O5)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@H]([C@@H]([C@]2(O1)CC3=C(O2)[C@](C(=O)C(=C3O)C(=O)/C=C/C4=CC=C(C=C4)O)([C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O15/c28-8-15-19(34)20(35)21(36)25(41-15)27(39)22(37)16(13(30)6-3-10-1-4-11(29)5-2-10)17(32)12-7-26(42-24(12)27)23(38)18(33)14(31)9-40-26/h1-6,14-15,18-21,23,25,28-29,31-36,38-39H,7-9H2/b6-3+/t14-,15-,18-,19-,20+,21-,23+,25-,26+,27-/m1/s1
• InChI Key: NBZIPKJEUVMIGV-OGTJPSRISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₅
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.15847025 g/mol
• Topological Polar Surface Area (TPSA): 264.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -3.57
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8348	83.48%
Caco-2	-	0.9071	90.71%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7301	73.01%
OATP2B1 inhibitior	-	0.5741	57.41%
OATP1B1 inhibitior	+	0.8312	83.12%
OATP1B3 inhibitior	+	0.9668	96.68%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6998	69.98%
P-glycoprotein inhibitior	-	0.5204	52.04%
P-glycoprotein substrate	-	0.5173	51.73%
CYP3A4 substrate	+	0.6527	65.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8572	85.72%
CYP3A4 inhibition	-	0.8751	87.51%
CYP2C9 inhibition	-	0.8283	82.83%
CYP2C19 inhibition	-	0.8107	81.07%
CYP2D6 inhibition	-	0.8771	87.71%
CYP1A2 inhibition	-	0.8644	86.44%
CYP2C8 inhibition	+	0.6420	64.20%
CYP inhibitory promiscuity	-	0.8653	86.53%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4792	47.92%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9061	90.61%
Skin irritation	-	0.7327	73.27%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3784	37.84%
Micronuclear	+	0.5459	54.59%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8323	83.23%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4815	48.15%
Acute Oral Toxicity (c)	III	0.4222	42.22%
Estrogen receptor binding	+	0.8116	81.16%
Androgen receptor binding	+	0.6661	66.61%
Thyroid receptor binding	-	0.5705	57.05%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6838	68.38%
PPAR gamma	+	0.7525	75.25%
Honey bee toxicity	-	0.7506	75.06%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9362	93.62%

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	99.37%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	98.06%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.10%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.29%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.53%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.34%	96.09%
CHEMBL4208	P20618	Proteasome component C5	89.10%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.98%	100.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.16%	91.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.99%	96.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.81%	89.67%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.37%	95.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.25%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.14%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.77%	94.45%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.51%	85.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.90%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.82%	86.33%

Plants that contains it

• Carthamus tinctorius

Cross-Links

• PubChem: 45276863
• NPASS: NPC102536