Woodfordin B

Details

• Internal ID: 13760cda-09f1-4b66-bbdb-3fb28c4cc857
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [1-(3,4,5,11,16,17,18-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.3.1.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-12-yl)-3-oxo-1-(3,4,5-trihydroxybenzoyl)oxypropan-2-yl] 3,4,5-trihydroxy-2-[[3,4,5,22,23-pentahydroxy-8,18-dioxo-11,12,13-tris[(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-21-yl]oxy]benzoate
• InChI: InChI=1S/C75H54O48/c76-14-40(62(119-66(104)17-1-27(77)47(91)28(78)2-17)61-38(88)15-113-70(108)22-10-35(85)51(95)55(99)42(22)21-9-25(73(111)118-61)46(90)58(102)45(21)89)116-74(112)26-12-37(87)53(97)59(103)60(26)115-39-13-24-44(57(101)54(39)98)43-23(11-36(86)52(96)56(43)100)72(110)120-63-41(16-114-71(24)109)117-75(123-69(107)20-7-33(83)50(94)34(84)8-20)65(122-68(106)19-5-31(81)49(93)32(82)6-19)64(63)121-67(105)18-3-29(79)48(92)30(80)4-18/h1-14,38,40-41,61-65,75,77-103H,15-16H2
• InChI Key: PWJROHFKBLXARN-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₅H₅₄O₄₈
• Molecular Weight: 1723.20 g/mol
• Exact Mass: 1722.1784534 g/mol
• Topological Polar Surface Area (TPSA): 818.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 48
• H-Bond Donor: 27
• Rotatable Bonds: 15

Synonyms

• 127243-66-7
• D-Glucose, cyclic 4,6-((1S)-4,4',5,5',6,6'-hexahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate) 3-(3,4,5-trihydroxybenzoate), 2-ester with alpha-D-glucopyranose cyclic 4-2':6-2-((1S)-4-(6-carboxy-2,3,4-trihydroxyphenoxy)-4',5,5',6,6'-pentahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate) 1,2,3-tris(3,4,5-trihydroxybenzoate)
• [1-formyl-2-[heptahydroxy(dioxo)[?]yl]-2-(3,4,5-trihydroxybenzoyl)oxy-ethyl] 3,4,5-trihydroxy-2-[pentahydroxy-dioxo-tris[(3,4,5-trihydroxybenzoyl)oxy][?]yl]oxy-benzoate
• D-Glucose, cyclic 4,6-[(1S)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] 3-(3,4,5-trihydroxybenzoate), 2-ester with .alpha.-D-glucopyranose cyclic 4.fwdarw.2':6.fwdarw.2-[(1S)-4-(6-carboxy-2,3,4-trihydroxyphenoxy)-4',5,5',6,6'-pentahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] 1,2,3-tris(3,4,5-trihydroxybenzoate)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6114	61.14%
Caco-2	-	0.8557	85.57%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5076	50.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7293	72.93%
OATP1B3 inhibitior	+	0.9167	91.67%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9160	91.60%
P-glycoprotein inhibitior	+	0.7424	74.24%
P-glycoprotein substrate	+	0.7019	70.19%
CYP3A4 substrate	+	0.7127	71.27%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	-	0.9079	90.79%
CYP2C9 inhibition	-	0.9360	93.60%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	-	0.8806	88.06%
CYP2C8 inhibition	+	0.8331	83.31%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6554	65.54%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.8957	89.57%
Skin irritation	-	0.8170	81.70%
Skin corrosion	-	0.9502	95.02%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7369	73.69%
Micronuclear	+	0.7833	78.33%
Hepatotoxicity	-	0.6218	62.18%
skin sensitisation	-	0.8194	81.94%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7767	77.67%
Acute Oral Toxicity (c)	III	0.5678	56.78%
Estrogen receptor binding	+	0.6870	68.70%
Androgen receptor binding	+	0.7366	73.66%
Thyroid receptor binding	+	0.6445	64.45%
Glucocorticoid receptor binding	+	0.6513	65.13%
Aromatase binding	+	0.6487	64.87%
PPAR gamma	+	0.7393	73.93%
Honey bee toxicity	-	0.6341	63.41%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8258	82.58%

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	99.72%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.54%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.53%	95.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	97.33%	83.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.20%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.29%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.05%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.94%	98.95%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	92.25%	97.53%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.60%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.43%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.27%	95.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.25%	85.31%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.38%	89.34%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.28%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	90.16%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.80%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.55%	99.23%
CHEMBL2535	P11166	Glucose transporter	89.20%	98.75%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.20%	98.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.70%	93.40%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.37%	95.64%
CHEMBL4208	P20618	Proteasome component C5	87.32%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.50%	91.19%
CHEMBL3194	P02766	Transthyretin	86.25%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.51%	94.00%
CHEMBL4530	P00488	Coagulation factor XIII	84.69%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.85%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.69%	97.21%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.95%	91.07%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.91%	89.50%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.72%	80.78%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.14%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.99%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.39%	95.89%
CHEMBL3891	P07384	Calpain 1	81.04%	93.04%

Plants that contains it

• Woodfordia fruticosa

Cross-Links

• PubChem: 16130309
• LOTUS: LTS0038920
• wikiData: Q104396747