Oenotherin

Details

• Internal ID: 192363bc-e7b2-4714-871c-fd0ed2b0ba1b
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(10R,11S,12R,15R)-3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-12-yl] 2-[[(11R,14R,25S,39R,42R,59R,60S,64R,65S)-4,5,6,12,24,24,25,28,32,33,34,40,49,50,53,54-hexadecahydroxy-9,17,23,37,45,57,62-heptaoxo-60,65-bis[(3,4,5-trihydroxybenzoyl)oxy]-2,10,13,16,26,30,38,41,44,58,63-undecaoxadodecacyclo[37.15.6.411,21.118,29.03,8.019,27.020,25.031,36.042,59.046,51.052,56.014,64]pentahexaconta-1(54),3,5,7,18(61),19(27),21,28,31,33,35,46,48,50,52,55-hexadecaen-48-yl]oxy]-3,4,5-trihydroxybenzoate
• InChI: InChI=1S/C102H72O67/c103-31-1-19(2-32(104)55(31)115)86(133)163-80-76-45(16-151-89(136)22-7-37(109)58(118)66(126)49(22)50-23(92(139)160-76)8-38(110)59(119)67(50)127)157-98(145)83(80)166-95(142)28-9-39(111)60(120)70(130)73(28)154-42-12-24-51(68(128)63(42)123)52-25-13-43(64(124)69(52)129)155-74-29(10-40(112)61(121)71(74)131)96(143)168-85-82(165-88(135)21-5-35(107)57(117)36(108)6-21)78-47(159-100(85)147)18-153-91(138)26-14-44(65(125)79-53(26)54-27(94(141)162-78)15-48(114)101(148,149)102(54,150)169-79)156-75-30(11-41(113)62(122)72(75)132)97(144)167-84-81(164-87(134)20-3-33(105)56(116)34(106)4-20)77(161-93(25)140)46(158-99(84)146)17-152-90(24)137/h1-15,45-47,54,76-78,80-85,98-100,103-113,115-132,145-150H,16-18H2/t45-,46-,47-,54?,76-,77-,78-,80+,81+,82+,83-,84-,85-,98?,99?,100?,102+/m1/s1
• InChI Key: RDGXVBJDIDOODN-DKGFRMGKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀₂H₇₂O₆₇
• Molecular Weight: 2369.60 g/mol
• Exact Mass: 2369.2260366 g/mol
• Topological Polar Surface Area (TPSA): 1110.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.51
• H-Bond Acceptor: 67
• H-Bond Donor: 35
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6670	66.70%
Caco-2	-	0.8549	85.49%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7298	72.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7773	77.73%
OATP1B3 inhibitior	+	0.9587	95.87%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9165	91.65%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.7544	75.44%
CYP3A4 substrate	+	0.7360	73.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8692	86.92%
CYP3A4 inhibition	-	0.8436	84.36%
CYP2C9 inhibition	-	0.5332	53.32%
CYP2C19 inhibition	+	0.5171	51.71%
CYP2D6 inhibition	-	0.7622	76.22%
CYP1A2 inhibition	-	0.7270	72.70%
CYP2C8 inhibition	+	0.8472	84.72%
CYP inhibitory promiscuity	-	0.6404	64.04%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5159	51.59%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.8954	89.54%
Skin irritation	-	0.7638	76.38%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7504	75.04%
Micronuclear	+	0.7633	76.33%
Hepatotoxicity	-	0.6302	63.02%
skin sensitisation	-	0.7540	75.40%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8769	87.69%
Acute Oral Toxicity (c)	III	0.4297	42.97%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.7654	76.54%
Thyroid receptor binding	+	0.7884	78.84%
Glucocorticoid receptor binding	+	0.8180	81.80%
Aromatase binding	+	0.7581	75.81%
PPAR gamma	+	0.7976	79.76%
Honey bee toxicity	-	0.6555	65.55%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5049	50.49%
Fish aquatic toxicity	+	0.9771	97.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.31%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.01%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	98.22%	95.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.82%	94.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	94.89%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.35%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.85%	83.57%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	92.68%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.03%	99.23%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.70%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.70%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.24%	98.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	88.98%	95.78%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.57%	92.94%
CHEMBL4208	P20618	Proteasome component C5	88.44%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.42%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.79%	97.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.42%	97.21%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.56%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.31%	95.89%
CHEMBL2535	P11166	Glucose transporter	86.20%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.20%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.69%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.14%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.99%	93.40%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.43%	95.50%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.15%	97.53%
CHEMBL340	P08684	Cytochrome P450 3A4	81.11%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.88%	92.62%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.53%	96.00%

Plants that contains it

• Oenothera tetraptera

Cross-Links

• PubChem: 16133867
• LOTUS: LTS0162673
• wikiData: Q105234218