(2R,3R,3aS,4R,6S,7S,12S,13aR)-3,4,6,13a-tetrakis(acetyloxy)-2,9,9,12-tetramethyl-5-methylidene-7-(2-methylpropoxy)-8,13-dioxo-1H,2H,3H,3aH,4H,5H,6H,7H,8H,9H,12H,13H,13aH-cyclopenta[12]annulen-2-yl acetate - Compound Card

(2R,3R,3aS,4R,6S,7S,12S,13aR)-3,4,6,13a-tetrakis(acetyloxy)-2,9,9,12-tetramethyl-5-methylidene-7-(2-methylpropoxy)-8,13-dioxo-1H,2H,3H,3aH,4H,5H,6H,7H,8H,9H,12H,13H,13aH-cyclopenta[12]annulen-2-yl acetate

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(2R,3R,3aS,4R,6S,7S,12S,13aR)-3,4,6,13a-tetrakis(acetyloxy)-2,9,9,12-tetramethyl-5-methylidene-7-(2-methylpropoxy)-8,13-dioxo-1H,2H,3H,3aH,4H,5H,6H,7H,8H,9H,12H,13H,13aH-cyclopenta[12]annulen-2-yl acetate

Family: Plantae - Euphorbiaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Diterpenoid

Canonical Smiles	C[C@@H](CC(=O)CC1=C[C@H]2[C@H]3[C@H](C3(C)C)C[C@H]([C@]3([C@@]([C@@H]1CC(=O)O)(O)[C@@H](CC(=O)O)C(=C3)C)C2=O)C)CO[C@@H]1[C@@H](OC(=O)C)C(=C)[C@H](OC(=O)C)[C@H]2[C@@H](OC(=O)C)[C@](C[C@]2(OC(=O)C)C(=O)[C@H](/C=C/C(C1=O)(C)C)C)(C)OC(=O)C
InChI	InChI=1S/C59H78O20/c1-27(18-38(65)20-37-21-39-45-42(55(45,13)14)19-30(4)57(51(39)71)24-29(3)40(22-43(66)67)59(57,73)41(37)23-44(68)69)25-74-49-48(76-33(7)61)31(5)47(75-32(6)60)46-53(77-34(8)62)56(15,78-35(9)63)26-58(46,79-36(10)64)50(70)28(2)16-17-54(11,12)52(49)72/h16-17,21,24,27-28,30,39-42,45-49,53,73H,5,18-20,22-23,25-26H2,1-4,6-15H3,(H,66,67)(H,68,69)/b17-16+/t27-,28-,30+,39-,40-,41+,42+,45-,46-,47-,48-,49+,53+,56+,57-,58+,59+/m0/s1
InChIKey	CMLRTBRDPZXMDV-UQPPTKJNSA-N
Formula	C₅₉H₇₈O₂₀
HBA	18
HBD	3
MW	1107.25
Rotatable Bonds	16
TPSA	303.84
LogP	6.02
Number Rings	6
Number Aromatic Rings	0
Heavy Atom Count	79
Formal Charge	0
Fraction CSP3	0.68
Exact Mass	1106.51
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Euphorbia paralias	Euphorbiaceae	Plantae	756629

Showing of synonyms

Abdelgaleil SAM, Kassem SMI, et al. (2001). Diterpenoids from Euphorbia paralias. Phytochemistry,2001,58,1135-1139. [View] [PubMed]

Pubchem: 162817223

Nmrshiftdb2: 70049090

No compound-protein relationship available.

SMILES: C1CC(C2)C2C(C3=O)C=C(CC(C134)CC=C4)CC(=O)CCCOC(C(=O)CC=CCC5=O)CC(=C)CC(C56)CCC6

Level: 1

Mol. Weight: 1107.25 g/mol

SMILES: C1CCC(C12)CC(=C)CCC(=O)CC=CCC2=O

Level: 0

Mol. Weight: 1107.25 g/mol

SMILES: C1CC(C2)C2C(C3=O)C=CCC(C134)CC=C4

Level: 0

Mol. Weight: 1107.25 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.97
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 298201.15
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 38972269.85

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.52
Plasma Protein Binding: 94.51
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: Substrate
OATP1B1: Inhibitor
OATP1B3: Inhibitor

Excretion

Clearance: 7.25
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 7955473042.07
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -4406.97
Log(P): 3.82
Log S: -5.7
Log(Vapor Pressure): -261969554.87
Melting Point: 299.46
pKa Acid: -1908784.77
pKa Basic: -15316.74

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	3	0.7944
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	3	0.7944