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

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

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

Family: Plantae - Onagraceae
Kingdom: Plantae
Class: Terpene

Canonical Smiles	OCC1OC(O)(O[C@H]2[C@@H](O)C[C@]3(C(C2(C)C)CC[C@@]2(C3CC=C3[C@@]2(C)C[C@H]([C@@]2(C3CC(C)(C)CC2)C(=O)OC2OC(C)C(C(C2OC2OC(C)C(C(C2O)O)OC2OCC(C(C2O)O)O)OCCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O)OC(=O)CC(OC(=O)CC(O)C)C)O)C)C)C(C(C1O)OC1OC(CO)C(C(C1O)O)O)O
InChI	InChI=1S/C87H138O34/c1-45(90)37-59(96)111-46(2)38-60(97)115-70-48(4)113-79(73(118-77-68(105)65(102)69(47(3)112-77)116-76-66(103)61(98)52(92)44-110-76)72(70)109-36-28-26-24-22-20-18-16-14-12-13-15-17-19-21-23-25-27-29-58(94)95)119-80(107)86-35-34-81(5,6)39-50(86)49-30-31-56-83(9)40-51(91)75(82(7,8)55(83)32-33-84(56,10)85(49,11)41-57(86)93)121-87(108)74(106)71(63(100)54(43-89)120-87)117-78-67(104)64(101)62(99)53(42-88)114-78/h12,14-15,17-18,20-21,23,30,45-48,50-57,61-79,88-93,98-106,108H,13,16,19,22,24-29,31-44H2,1-11H3,(H,94,95)/b14-12-,17-15-,20-18-,23-21-/t45?,46?,47?,48?,50?,51-,52?,53?,54?,55?,56?,57+,61?,62?,63?,64?,65?,66?,67?,68?,69?,70?,71?,72?,73?,74?,75-,76?,77?,78?,79?,83-,84+,85+,86+,87?/m0/s1
InChIKey	OMQKBGCGMBMZKE-WHBALEDLSA-N
Formula	C₈₇H₁₃₈O₃₄
HBA	33
HBD	17
MW	1728.03
Rotatable Bonds	35
TPSA	532.18
LogP	2.62
Number Rings	10
Number Aromatic Rings	0
Heavy Atom Count	121
Formal Charge	0
Fraction CSP3	0.84
Exact Mass	1726.91
Number of Lipinski Rule Violations	3

#	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.

SMILES: O1CCCCC1OC2CCC(OC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC(OCC9)CC9OC1CCCCO1

Level: 5

Mol. Weight: 1728.03 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3C(OCCC3)OC(=O)C45C(CCCC5)C=6C(CC4)C7C(CC6)C8C(CC7)CC(CC8)OC9CCCCO9

Level: 4

Mol. Weight: 1728.03 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC(OCC8)CC8OC9CCCCO9

Level: 4

Mol. Weight: 1728.03 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CC(CC7)OC8CCCCO8

Level: 3

Mol. Weight: 1728.03 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCC7)CC7OC8CCCCO8

Level: 3

Mol. Weight: 1728.03 g/mol

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

Level: 3

Mol. Weight: 1728.03 g/mol

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

Level: 2

Mol. Weight: 1728.03 g/mol

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 2

Mol. Weight: 1728.03 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCC6)CC6OC7CCCCO7

Level: 2

Mol. Weight: 1728.03 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 1728.03 g/mol

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

Level: 1

Mol. Weight: 1728.03 g/mol

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6

Level: 1

Mol. Weight: 1728.03 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1728.03 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 1728.03 g/mol

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

Level: 0

Mol. Weight: 1728.03 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1728.03 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: 2437451463734534000000000000
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 318545847085230500000000000000

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.72
Plasma Protein Binding: 26.55
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: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 1.2
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -7408655221113423000000000000
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -3025041539850332300000
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: Safe
NR-PPAR-gamma: Safe
NR-TR: Toxic
T. Pyriformis: -578145366483026400000000000000000
Rat (Acute): 466250308743535400
Rat (Chronic Oral): 1240071338862291400000000
Fathead Minnow: 729784985570255700000000000000
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Toxic

General Properties

Boiling Point: 65025318638418820000000000000000
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -36147589394437613000000000
Log(P): -4208006571872605400000
Log S: -4.11
Log(Vapor Pressure): -2141251154665689000000000000000
Melting Point: -650649507155057000000000
pKa Acid: -15602393294520177000000000000
pKa Basic: -125520791444072350000000000

No predicted protein targets found for this compound.