Acutissimin A - Compound Card

Acutissimin A

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Acutissimin A

Family: Myrtaceae
Kingdom: Plantae
Class: Tannin
- Subclass: Ellagitannin

Canonical Smiles	O[C@H]1Cc2c(O)cc(c(c2O[C@@H]1c1ccc(c(c1)O)O)[C@H]1[C@@H]2OC(=O)c3c1c(O)c(O)c(c3c1c3C(=O)O[C@H]2[C@@H]2OC(=O)c4cc(O)c(c(c4c4c(C(=O)OC[C@H]2OC(=O)c2c(c3c(c(c1O)O)O)c(O)c(c(c2)O)O)cc(c(c4O)O)O)O)O)O)O
InChI	InChI=1S/C56H38O31/c57-15-2-1-10(3-17(15)59)47-22(64)4-11-16(58)8-18(60)27(48(11)84-47)32-31-34-30(43(73)46(76)44(31)74)29-33-28(41(71)45(75)42(29)72)26-14(7-21(63)37(67)40(26)70)53(78)83-23-9-82-52(77)12-5-19(61)35(65)38(68)24(12)25-13(6-20(62)36(66)39(25)69)54(79)85-49(23)51(87-56(33)81)50(32)86-55(34)80/h1-3,5-8,22-23,32,47,49-51,57-76H,4,9H2/t22-,23+,32+,47+,49+,50-,51-/m0/s1
InChIKey	DRHVFLXLYQESEQ-DHGKJAGISA-N
Formula	C₅₆H₃₈O₃₁
HBA	31
HBD	20
MW	1206.89
Rotatable Bonds	2
TPSA	545.33
LogP	3.28
Number Rings	13
Number Aromatic Rings	7
Heavy Atom Count	87
Formal Charge	0
Fraction CSP3	0.16
Exact Mass	1206.14
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Eucalyptus citriodora	Myrtaceae	Plantae	34329

Showing of synonyms

Al-Sayed E, El-Naga R.N. (2015). Protective role of ellagitannins from Eucalyptus citriodora against ethanol-induced gastriculcerinrats: Impact on oxidative stress, inflammation and calcitonin-generelated peptide.. Phytomedicine : international journal of phytotherapy and phytopharmacology,2015, 22(1), 5-15. [View] [PubMed]

Pubchem: 16132408

Cas: 108906-66-7

Nmrshiftdb2: 60061637

No compound-protein relationship available.

SMILES: c12c3c4c5c(ccc4)c6c(cccc6)C(=O)OC7C(OC(=O)c8c(cccc8)c9c(C(=O)OC7)cccc9)C(OC5=O)C(OC2=O)C(c1ccc3)c1cccc(c12)CCC(O2)c1ccccc1

Level: 2

Mol. Weight: 886.91 g/mol

SMILES: c12c3c4c5c(ccc4)c6c(cccc6)C(=O)OC7C(OC(=O)c8c(cccc8)c9c(C(=O)OC7)cccc9)C(OC5=O)C(OC2=O)C(c1ccc3)c1cccc(c12)CCCO2

Level: 1

Mol. Weight: 810.81 g/mol

SMILES: c1cccc(c12)OC(CC2)c3ccccc3

Level: 1

Mol. Weight: 210.28 g/mol

SMILES: c12c3c4c5c(ccc4)c6c(cccc6)C(=O)OC7C(C(OC5=O)C(OC2=O)Cc1ccc3)OC(=O)c8c(cccc8)c9c(C(=O)OC7)cccc9

Level: 0

Mol. Weight: 678.65 g/mol

SMILES: C1CCOc(c12)cccc2

Level: 0

Mol. Weight: 134.18 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.09
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 51848382555.72
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 6775981089899.96

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.02
Plasma Protein Binding: 17.39
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: Inhibitor

Excretion

Clearance: 10.46
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 1383192928970692.2
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -768917240.55
Log(P): -89510.07
Log S: -10.36
Log(Vapor Pressure): -45547852750922.03
Melting Point: -13835430.0
pKa Acid: -331887797262.83
pKa Basic: -2670028035.73

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.7683
Riboflavin synthase	P0AFU8	RISA_ECOLI	Escherichia coli	4	0.7178