Hirtellin A - Compound Card

Hirtellin A

Select a section from the left sidebar

Hirtellin A

Structure
Zoomed Structure
  • Family: Plantae - Tamaricaceae
  • Kingdom: Plantae
  • Class: Tannin
Canonical Smiles Oc1cc(cc(c1O)Oc1c(cc(c(c1O)O)O)C(=O)O[C@H]1[C@@H](O[C@H]2[C@H]([C@@H]1OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1c1c(C(=O)OC2)cc(c(c1O)O)O)O)O)OC(=O)c1cc(O)c(c(c1)O)O)C(=O)O[C@@H]1O[C@@H]2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@H]2[C@@H]([C@H]1OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O)cc(O)c(c3O)O)O)O
InChI InChI=1S/C82H58O52/c83-28-1-18(2-29(84)49(28)97)71(112)129-67-65-43(16-122-76(117)23-11-37(92)54(102)59(107)45(23)47-25(78(119)127-65)13-39(94)56(104)61(47)109)125-81(69(67)131-73(114)20-5-32(87)51(99)33(88)6-20)134-75(116)22-9-36(91)53(101)42(10-22)124-64-27(15-41(96)58(106)63(64)111)80(121)132-70-68(130-72(113)19-3-30(85)50(98)31(86)4-19)66-44(126-82(70)133-74(115)21-7-34(89)52(100)35(90)8-21)17-123-77(118)24-12-38(93)55(103)60(108)46(24)48-26(79(120)128-66)14-40(95)57(105)62(48)110/h1-15,43-44,65-70,81-111H,16-17H2/t43-,44-,65-,66-,67+,68+,69-,70-,81+,82+/m1/s1
InChIKey SIJLXAXQJVALLA-YLVKXZTISA-N
Formula C82H58O52
HBA 52
HBD 29
MW 1875.31
Rotatable Bonds 14
TPSA 877.36
LogP 3.73
Number Rings 14
Number Aromatic Rings 10
Heavy Atom Count 134
Formal Charge 0
Fraction CSP3 0.15
Exact Mass 1874.19
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Tamarix nilotica Tamaricaceae Plantae 189799
2 Tamarix nilotica Tamaricaceae Plantae 189799

Showing of synonyms

  • Orabi MA, Taniguchi S, et al. (2010). Hydrolyzable tannins of tamaricaceous plants. III. Hellinoyl- and macrocyclic-type ellagitannins from Tamarix nilotica. Journal of Natural Products,2010,73(5),870-879. [View] [PubMed]
  • Orabi MA, Taniguchi S, et al. (2009). Monomeric and dimeric hydrolysable tannins of Tamarix nilotica. Phytochemistry,2009,70(10),1286-1293. [View] [PubMed]
Pubchem: 16130371
Nmrshiftdb2: 60033576

No compound-protein relationship available.

Structure

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C(C(O4)OC(=O)c6ccccc6)OC(=O)c7c(cccc7)Oc(ccc8)cc8C(=O)OC(O9)C(OC(=O)c1ccccc1)C(OC(=O)c1ccccc1)C(OC(=O)c1cccc2)C9COC(=O)c(c3c12)cccc3

Level: 7

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CC(C(O4)OC(=O)c5ccccc5)OC(=O)c6c(cccc6)Oc(ccc7)cc7C(=O)OC(O8)C(OC(=O)c9ccccc9)C(OC(=O)c1ccccc1)C(OC(=O)c1cccc2)C8COC(=O)c(c3c12)cccc3

Level: 6

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C(CO4)OC(=O)c6c(cccc6)Oc(ccc7)cc7C(=O)OC(O8)C(OC(=O)c9ccccc9)C(OC(=O)c1ccccc1)C(OC(=O)c1cccc2)C8COC(=O)c(c3c12)cccc3

Level: 6

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C(C(O4)OC(=O)c6ccccc6)OC(=O)c7c(cccc7)Oc(ccc8)cc8C(=O)OC(O9)CC(OC(=O)c1ccccc1)C(OC(=O)c1cccc2)C9COC(=O)c(c3c12)cccc3

Level: 6

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C(C(O4)OC(=O)c6ccccc6)OC(=O)c7c(cccc7)Oc(ccc8)cc8C(=O)OC(O9)C(OC(=O)c1ccccc1)CC(OC(=O)c1cccc2)C9COC(=O)c(c3c12)cccc3

Level: 6

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CC(CO4)OC(=O)c5c(cccc5)Oc(ccc6)cc6C(=O)OC(O7)C(OC(=O)c8ccccc8)C(OC(=O)c9ccccc9)C(OC(=O)c1cccc2)C7COC(=O)c(c3c12)cccc3

Level: 5

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CC(C(O4)OC(=O)c5ccccc5)OC(=O)c6c(cccc6)Oc(ccc7)cc7C(=O)OC(O8)CC(OC(=O)c9ccccc9)C(OC(=O)c1cccc2)C8COC(=O)c(c3c12)cccc3

Level: 5

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CC(C(O4)OC(=O)c5ccccc5)OC(=O)c6c(cccc6)Oc(ccc7)cc7C(=O)OC(O8)C(OC(=O)c9ccccc9)CC(OC(=O)c1cccc2)C8COC(=O)c(c3c12)cccc3

Level: 5

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C(CO4)OC(=O)c6c(cccc6)Oc(ccc7)cc7C(=O)OC(O8)CC(OC(=O)c9ccccc9)C(OC(=O)c1cccc2)C8COC(=O)c(c3c12)cccc3

Level: 5

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C(CO4)OC(=O)c6c(cccc6)Oc(ccc7)cc7C(=O)OC(O8)C(OC(=O)c9ccccc9)CC(OC(=O)c1cccc2)C8COC(=O)c(c3c12)cccc3

Level: 5

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C(C(O4)OC(=O)c6ccccc6)OC(=O)c7c(cccc7)Oc(ccc8)cc8C(=O)OC(O9)CCC(OC(=O)c1cccc2)C9COC(=O)c(c3c12)cccc3

Level: 5

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CC(CO4)OC(=O)c5c(cccc5)Oc(ccc6)cc6C(=O)OC(O7)CC(OC(=O)c8ccccc8)C(OC(=O)c9cccc1)C7COC(=O)c(c2c19)cccc2

Level: 4

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CC(CO4)OC(=O)c5c(cccc5)Oc(ccc6)cc6C(=O)OC(O7)C(OC(=O)c8ccccc8)CC(OC(=O)c9cccc1)C7COC(=O)c(c2c19)cccc2

Level: 4

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CC(C(O4)OC(=O)c5ccccc5)OC(=O)c6c(cccc6)Oc(ccc7)cc7C(=O)OC(O8)CCC(OC(=O)c9cccc1)C8COC(=O)c(c2c19)cccc2

Level: 4

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C(CO4)OC(=O)c6c(cccc6)Oc(ccc7)cc7C(=O)OC(O8)CCC(OC(=O)c9cccc1)C8COC(=O)c(c2c19)cccc2

Level: 4

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1ccccc1Oc(cccc2)c2C(=O)OC(C(O3)OC(=O)c4ccccc4)C(OC(=O)c5ccccc5)C(OC(=O)c6cccc7)C3COC(=O)c(c8c67)cccc8

Level: 4

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1ccccc1Oc(ccc2)cc2C(=O)OC(O3)C(OC(=O)c4ccccc4)C(OC(=O)c5ccccc5)C(OC(=O)c6cccc7)C3COC(=O)c(c8c67)cccc8

Level: 4

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CC(CO4)OC(=O)c5c(cccc5)Oc(ccc6)cc6C(=O)OC(O7)CCC(OC(=O)c8cccc9)C7COC(=O)c(c1c89)cccc1

Level: 3

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C(OC(=O)c6ccccc6)C(O4)OC(=O)c7ccccc7

Level: 3

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1ccccc1Oc(cccc2)c2C(=O)OC(CO3)C(OC(=O)c4ccccc4)C(OC(=O)c5cccc6)C3COC(=O)c(c7c56)cccc7

Level: 3

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1ccccc1Oc(cccc2)c2C(=O)OC(C(O3)OC(=O)c4ccccc4)CC(OC(=O)c5cccc6)C3COC(=O)c(c7c56)cccc7

Level: 3

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1ccccc1Oc(ccc2)cc2C(=O)OC(O3)CC(OC(=O)c4ccccc4)C(OC(=O)c5cccc6)C3COC(=O)c(c7c56)cccc7

Level: 3

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1ccccc1Oc(ccc2)cc2C(=O)OC(O3)C(OC(=O)c4ccccc4)CC(OC(=O)c5cccc6)C3COC(=O)c(c7c56)cccc7

Level: 3

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1ccccc1C(=O)OC(O2)CC(OC(=O)c3ccccc3)C(OC(=O)c4cccc5)C2COC(=O)c(c6c45)cccc6

Level: 2

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1ccccc1C(=O)OC(O2)C(OC(=O)c3ccccc3)CC(OC(=O)c4cccc5)C2COC(=O)c(c6c45)cccc6

Level: 2

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1ccccc1C(=O)OC(CO2)C(OC(=O)c3ccccc3)C(OC(=O)c4cccc5)C2COC(=O)c(c6c45)cccc6

Level: 2

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1ccccc1Oc(cccc2)c2C(=O)OC(CO3)CC(OC(=O)c4cccc5)C3COC(=O)c(c6c45)cccc6

Level: 2

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1ccccc1Oc(ccc2)cc2C(=O)OC(O3)CCC(OC(=O)c4cccc5)C3COC(=O)c(c6c45)cccc6

Level: 2

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1ccccc1C(=O)OC(O2)CCC(OC(=O)c3cccc4)C2COC(=O)c(c5c34)cccc5

Level: 1

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1ccccc1C(=O)OC(CO2)CC(OC(=O)c3cccc4)C2COC(=O)c(c5c34)cccc5

Level: 1

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1ccccc1C(=O)OC(CCO2)C(OC(=O)c3cccc4)C2COC(=O)c(c5c34)cccc5

Level: 1

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1ccccc1Oc2ccccc2

Level: 1

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC4C(CCCO4)OC(=O)c2cccc3

Level: 0

Mol. Weight: 1875.31 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1875.31 g/mol

High cytotoxic

Absorption

Caco-2 (logPapp)
-6.04
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
96381133635686647347178790453248.000
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
12595887255498485000000000000000000

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
-0.450
Plasma Protein Binding
89.29
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.070
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-292951895204868032608174778351616.000
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-119615715940274992956047360.000
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
4.050
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Toxic
NR-TR
Toxic
T. Pyriformis
-22860927414489559881404466409007742976.000
Rat (Acute)
18436390897406663720960.000
Rat (Chronic Oral)
49034689446970972389471420416.000
Fathead Minnow
28857062642663649021500000175128576.000
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
2571220757291565176391239031538581504.000
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-1429342209231461245029439242240.000
Log(P)
-166392295946747740000000000
Log S
-12.84
Log(Vapor Pressure)
-84668988888434980000000000000000000
Melting Point
-25727873138976097000000000000
pKa Acid
-616947183658856850000000000000000
pKa Basic
-4963322470469844500000000000000
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8258
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8258
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.7988
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.7988
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7514
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7514
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7450
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7450
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7338
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7338
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7289
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7289
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.7232
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.7232
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7219
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7219
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7106
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7106

Download SDF