Ternatin A1

Details

• Internal ID: 9b62adcc-35ba-4003-9a0c-692d3ad03d14
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanidin 3p-O-p-coumaroyl glycosides > Anthocyanidin 3p-O-6-p-coumaroyl glycosides
• IUPAC Name: 3-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-[4-hydroxy-3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxymethyl]oxan-2-yl]oxyphenyl]prop-2-enoyl]oxymethyl]oxan-2-yl]oxy]phenyl]chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid
• InChI: InChI=1S/C96H106O53/c97-31-54-68(109)75(116)82(123)90(143-54)135-44-13-1-38(2-14-44)9-21-62(103)130-33-56-70(111)77(118)84(125)92(145-56)137-46-17-5-40(6-18-46)11-23-64(105)132-35-58-72(113)79(120)86(127)94(147-58)140-51-25-42(89-53(29-48-49(100)27-43(99)28-50(48)139-89)142-96-88(129)81(122)74(115)60(149-96)37-134-66(107)30-61(101)102)26-52(67(51)108)141-95-87(128)80(121)73(114)59(148-95)36-133-65(106)24-12-41-7-19-47(20-8-41)138-93-85(126)78(119)71(112)57(146-93)34-131-63(104)22-10-39-3-15-45(16-4-39)136-91-83(124)76(117)69(110)55(32-98)144-91/h1-29,54-60,68-88,90-98,109-129H,30-37H2,(H3-,99,100,101,102,108)/p+1/b21-9+,22-10+,23-11+,24-12+/t54-,55-,56-,57-,58-,59-,60-,68-,69-,70-,71-,72-,73-,74-,75+,76+,77+,78+,79+,80+,81+,82-,83-,84-,85-,86-,87-,88-,90-,91-,92-,93-,94-,95-,96-/m1/s1
• InChI Key: VELNJBNYLCFDCI-YQPKVBFISA-O
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉₆H₁₀₇O₅₃+
• Molecular Weight: 2108.80 g/mol
• Exact Mass: 2108.5711081 g/mol
• Topological Polar Surface Area (TPSA): 825.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -7.17
• H-Bond Acceptor: 51
• H-Bond Donor: 27
• Rotatable Bonds: 37

Synonyms

• RefChem:1099456
• 3-(((2R,3S,4S,5R,6S)-6-(5,7-dihydroxy-2-(4-hydroxy-3,5-bis(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(((E)-3-(4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(((E)-3-(4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyphenyl)prop-2-enoyl)oxymethyl)oxan-2-yl)oxyphenyl)prop-2-enoyl)oxymethyl)oxan-2-yl)oxy)phenyl)chromenylium-3-yl)oxy-3,4,5-trihydroxyoxan-2-yl)methoxy)-3-oxopropanoic acid
• SCHEMBL31147092
• CHEBI:80436

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7056	70.56%
Caco-2	-	0.8554	85.54%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Nucleus	0.5340	53.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8654	86.54%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9627	96.27%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	-	0.5422	54.22%
CYP3A4 substrate	+	0.6783	67.83%
CYP2C9 substrate	-	0.7946	79.46%
CYP2D6 substrate	-	0.8623	86.23%
CYP3A4 inhibition	-	0.8993	89.93%
CYP2C9 inhibition	-	0.9335	93.35%
CYP2C19 inhibition	-	0.8752	87.52%
CYP2D6 inhibition	-	0.9041	90.41%
CYP1A2 inhibition	-	0.8957	89.57%
CYP2C8 inhibition	+	0.8605	86.05%
CYP inhibitory promiscuity	-	0.9125	91.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6545	65.45%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8956	89.56%
Skin irritation	-	0.8208	82.08%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7530	75.30%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8731	87.31%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9052	90.52%
Acute Oral Toxicity (c)	III	0.4561	45.61%
Estrogen receptor binding	-	0.4800	48.00%
Androgen receptor binding	+	0.7342	73.42%
Thyroid receptor binding	+	0.7276	72.76%
Glucocorticoid receptor binding	+	0.7973	79.73%
Aromatase binding	+	0.7459	74.59%
PPAR gamma	+	0.8022	80.22%
Honey bee toxicity	-	0.7159	71.59%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9536	95.36%

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	99.58%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.56%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.67%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.93%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.72%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	94.22%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.67%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.46%	96.09%
CHEMBL3194	P02766	Transthyretin	93.26%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.70%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.60%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.48%	98.95%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.22%	95.83%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.98%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.82%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.53%	86.92%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.22%	95.50%
CHEMBL220	P22303	Acetylcholinesterase	81.10%	94.45%
CHEMBL4208	P20618	Proteasome component C5	80.78%	90.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.46%	92.32%

Plants that contains it

• Clitoria ternatea

Cross-Links

• PubChem: 16173494
• LOTUS: LTS0270333
• wikiData: Q27149487