28-O-beta-D-xylopyranosyl-(1→4) -alpha-Lrhamnopyranosyl-(1→2)-[alpha-L-arabinopyranosyl-(1→3)]-4-O-(3'-hydroxybutanoyloxy-3-hydroxybutanoyloxy)-beta-D-fucopyranosyl zanhic acid - Compound Card

28-O-beta-D-xylopyranosyl-(1→4) -alpha-Lrhamnopyranosyl-(1→2)-[alpha-L-arabinopyranosyl-(1→3)]-4-O-(3'-hydroxybutanoyloxy-3-hydroxybutanoyloxy)-beta-D-fucopyranosyl zanhic acid

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28-O-beta-D-xylopyranosyl-(1→4) -alpha-Lrhamnopyranosyl-(1→2)-[alpha-L-arabinopyranosyl-(1→3)]-4-O-(3'-hydroxybutanoyloxy-3-hydroxybutanoyloxy)-beta-D-fucopyranosyl zanhic acid

Structure
Zoomed Structure
  • Family: Plantae - Onagraceae
  • Kingdom: Plantae
  • Class: Terpene
Canonical Smiles O=C(OC1C(C)OC(C(C1OCCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O)OC1OC(C)C(C(C1O)O)OC1OCC(C(C1O)O)O)OC(=O)[C@@]12CCC(CC2C2=CCC3[C@@]([C@@]2(C[C@H]1O)C)(C)CCC1[C@]3(C)C[C@@H]([C@@H](C1(C)C)O)O)(C)C)CC(OC(=O)CC(O)C)C
InChI InChI=1S/C75H118O23/c1-43(76)37-55(82)92-44(2)38-56(83)95-62-46(4)94-68(98-69(89)75-35-34-70(5,6)39-48(75)47-30-31-52-72(9)40-49(77)65(88)71(7,8)51(72)32-33-73(52,10)74(47,11)41-53(75)79)64(97-67-60(87)58(85)61(45(3)93-67)96-66-59(86)57(84)50(78)42-91-66)63(62)90-36-28-26-24-22-20-18-16-14-12-13-15-17-19-21-23-25-27-29-54(80)81/h12,14-15,17-18,20-21,23,30,43-46,48-53,57-68,76-79,84-88H,13,16,19,22,24-29,31-42H2,1-11H3,(H,80,81)/b14-12-,17-15-,20-18-,23-21-/t43?,44?,45?,46?,48?,49-,50?,51?,52?,53+,57?,58?,59?,60?,61?,62?,63?,64?,65-,66?,67?,68?,72-,73+,74+,75+/m0/s1
InChIKey LTOKGDQIYMDLES-MJLGRZEASA-N
Formula C75H118O23
HBA 22
HBD 10
MW 1387.75
Rotatable Bonds 29
TPSA 353.65
LogP 7.65
Number Rings 8
Number Aromatic Rings 0
Heavy Atom Count 98
Formal Charge 0
Fraction CSP3 0.81
Exact Mass 1386.81
Number of Lipinski Rule Violations 4
# Species Family Kingdom NCBI Taxonomy ID
1 Ludwigia leptocarpa Onagraceae Plantae 1401410

Showing of synonyms

  • Mabou FD, Tamokou JD, et al. (2016). Complex secondary metabolites from Ludwigia leptocarpa with potent antibacterial and antioxidant activities.. Drug discoveries & therapeutics,2016, 10(3), 141-149. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCCC(CC2)C1C(CC3)C2C(CC4)C=3C(CCCC5)C45C(=O)OC(OCCC6)C6OC(OC7)CCC7OC8CCCCO8

Level: 3

Mol. Weight: 1387.75 g/mol

Structure

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CCCC7

Level: 2

Mol. Weight: 1387.75 g/mol

Structure

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1387.75 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CCCC6

Level: 1

Mol. Weight: 1387.75 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1387.75 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 1387.75 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1387.75 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.04
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
32382442779255850
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
4232002312791013400

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.96
Plasma Protein Binding
61.01
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
4.75
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-98426777130976060
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-40188823345.29
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
4.05
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-7680880426776650000000
Rat (Acute)
6194227.01
Rat (Chronic Oral)
16474812630986.22
Fathead Minnow
9695467780140126000
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
863886026105856100000
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-480234487584910.4
Log(P)
-55904955365.91
Log S
-5.74
Log(Vapor Pressure)
-28447331937045960000
Melting Point
-8644125197510.76
pKa Acid
-207283655858104060
pKa Basic
-1667590868587209.5

No predicted protein targets found for this compound.

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