Euphorbin H

Details

• Internal ID: 47aec614-2977-403e-bd1d-dc097ef06be9
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [3,4,5,21,22,23-hexahydroxy-8,18-dioxo-11,12-bis[(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-13-yl] 2-[[6,7,8,11,12,22,23-heptahydroxy-3,16-dioxo-21-(3,4,5-trihydroxybenzoyl)oxy-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-13-yl]oxy]-3,4,5-trihydroxybenzoate
• InChI: InChI=1S/C68H50O44/c69-22-1-14(2-23(70)39(22)79)59(94)109-57-55-34(13-103-62(97)17-7-28(75)42(82)48(88)35(17)36-18(64(99)107-55)8-29(76)43(83)49(36)89)106-68(58(57)110-60(95)15-3-24(71)40(80)25(72)4-15)112-66(101)21-10-31(78)45(85)52(92)54(21)104-32-11-20-38(51(91)46(32)86)37-19(9-30(77)44(84)50(37)90)65(100)108-56-47(87)33(12-102-63(20)98)105-67(53(56)93)111-61(96)16-5-26(73)41(81)27(74)6-16/h1-11,33-34,47,53,55-58,67-93H,12-13H2
• InChI Key: WDWBAQMVBNTSLS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₈H₅₀O₄₄
• Molecular Weight: 1571.10 g/mol
• Exact Mass: 1570.1674948 g/mol
• Topological Polar Surface Area (TPSA): 744.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.77
• H-Bond Acceptor: 44
• H-Bond Donor: 25
• Rotatable Bonds: 10

Synonyms

• 143201-48-3
• beta-D-Glucopyranose, cyclic 3-2':6-2-((1R)-4-(6-(((4,6-O-(((1S)-4,4',5,5',6,6'-hexahydroxy(1,1'-biphenyl)-2,2'-diyl)dicarbonyl)-2,3-bis-O-(3,4,5-trihydroxybenzoyl)-beta-D-glucopyranosyl)oxy)carbonyl)-2,3,4-trihydroxyphenoxy)-4',5,5',6,6'-pentahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate) 1-(3,4,5-trihydroxybenzoate)
• .beta.-D-Glucopyranose, cyclic 3.fwdarw.2':6.fwdarw.2-[(1R)-4-[6-[[[4,6-O-[[(1S)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-diyl]dicarbonyl]-2,3-bis-O-(3,4,5-trihydroxybenzoyl)-.beta.-D-glucopyranosyl]oxy]carbonyl]-2,3,4-trihydroxyphenoxy]-4',5,5',6,6'-pentahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] 1-(3,4,5-trihydroxybenzoate)
• [hexahydroxy-dioxo-bis[(3,4,5-trihydroxybenzoyl)oxy][?]yl] 2-[heptahydroxy-dioxo-(3,4,5-trihydroxybenzoyl)oxy-[?]yl]oxy-3,4,5-trihydroxy-benzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5704	57.04%
Caco-2	-	0.8563	85.63%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5625	56.25%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.7354	73.54%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.5200	52.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9031	90.31%
P-glycoprotein inhibitior	+	0.7427	74.27%
P-glycoprotein substrate	+	0.5084	50.84%
CYP3A4 substrate	+	0.6743	67.43%
CYP2C9 substrate	-	0.8026	80.26%
CYP2D6 substrate	-	0.8430	84.30%
CYP3A4 inhibition	-	0.9347	93.47%
CYP2C9 inhibition	-	0.9044	90.44%
CYP2C19 inhibition	-	0.7956	79.56%
CYP2D6 inhibition	-	0.9541	95.41%
CYP1A2 inhibition	-	0.8678	86.78%
CYP2C8 inhibition	+	0.7869	78.69%
CYP inhibitory promiscuity	-	0.9412	94.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6614	66.14%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.8157	81.57%
Skin corrosion	-	0.9533	95.33%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7770	77.70%
Micronuclear	+	0.7733	77.33%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8372	83.72%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8546	85.46%
Acute Oral Toxicity (c)	III	0.4615	46.15%
Estrogen receptor binding	+	0.6930	69.30%
Androgen receptor binding	+	0.7115	71.15%
Thyroid receptor binding	+	0.5981	59.81%
Glucocorticoid receptor binding	+	0.6030	60.30%
Aromatase binding	+	0.6424	64.24%
PPAR gamma	+	0.7411	74.11%
Honey bee toxicity	-	0.7442	74.42%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8833	88.33%

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	98.90%	91.11%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	96.28%	83.00%
CHEMBL1951	P21397	Monoamine oxidase A	93.27%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.97%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.23%	89.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.16%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.24%	95.56%
CHEMBL3194	P02766	Transthyretin	89.51%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.49%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.87%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.83%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.80%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.40%	98.95%
CHEMBL2535	P11166	Glucose transporter	87.38%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.60%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.47%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.18%	97.21%
CHEMBL4208	P20618	Proteasome component C5	85.94%	90.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.09%	94.42%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.77%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.25%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.29%	95.50%
CHEMBL4530	P00488	Coagulation factor XIII	82.49%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	82.31%	94.73%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.75%	97.53%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.64%	95.78%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.26%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.53%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.27%	92.62%

Plants that contains it

• Euphorbia prostrata

Cross-Links

• PubChem: 16133928
• LOTUS: LTS0153538
• wikiData: Q104403219