3-O-[beta-D-glucopyranoside-(1→4)-O-alpha-L-(2-O-acetyl)-arabinopyranosyl]-2alpha,3beta,19beta,20beta-tetrahydroxyfern-7-en-6-oxo-29-oic acid - Compound Card

3-O-[beta-D-glucopyranoside-(1→4)-O-alpha-L-(2-O-acetyl)-arabinopyranosyl]-2alpha,3beta,19beta,20beta-tetrahydroxyfern-7-en-6-oxo-29-oic acid

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3-O-[beta-D-glucopyranoside-(1→4)-O-alpha-L-(2-O-acetyl)-arabinopyranosyl]-2alpha,3beta,19beta,20beta-tetrahydroxyfern-7-en-6-oxo-29-oic acid

Family: Plantae - Caryophyllaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Triterpene Glycoside

Canonical Smiles	COC(=O)[C@@H]1C(OC[C@@H]([C@H]1O)OC1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@H]1[C@H](O)C[C@]2([C@H](C1(C)C)C(=O)C=C1[C@@H]2CC[C@@]2([C@]1(C)CC[C@]1([C@H]2[C@@H](O)[C@H]([C@@H]1[C@H](C(=O)O)C)O)C)C)C
InChI	InChI=1S/C43H66O17/c1-17(35(53)54)25-28(49)30(51)33-40(25,4)11-12-42(6)19-13-20(45)32-39(2,3)34(21(46)14-41(32,5)18(19)9-10-43(33,42)7)60-37-24(36(55)56-8)26(47)23(16-57-37)59-38-31(52)29(50)27(48)22(15-44)58-38/h13,17-18,21-34,37-38,44,46-52H,9-12,14-16H2,1-8H3,(H,53,54)/t17-,18+,21-,22-,23+,24-,25+,26-,27-,28+,29+,30+,31-,32+,33-,34+,37?,38?,40-,41-,42-,43+/m1/s1
InChIKey	YCBYFANYXJUBOF-NASKFVPWSA-N
Formula	C₄₃H₆₆O₁₇
HBA	16
HBD	9
MW	854.98
Rotatable Bonds	8
TPSA	279.43
LogP	-0.1
Number Rings	7
Number Aromatic Rings	0
Heavy Atom Count	60
Formal Charge	0
Fraction CSP3	0.88
Exact Mass	854.43
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Spergula fallax	Caryophyllaceae	Plantae	1423401

Showing of synonyms

Hamed AI, Masullo M, et al. (2014). Unusual fernane and gammacerane glycosides from the aerial parts of Spergula fallax. Journal of Natural Products,2014,77(3),657-662. [View] [PubMed]

Pubchem: 162913994

Nmrshiftdb2: 70085817

No compound-protein relationship available.

SMILES: C1CCC(C12)CCC3C=4C(CCC23)C5C(C(=O)C4)CC(CC5)OC(OC6)CCC6OC7CCCCO7

Level: 2

Mol. Weight: 854.98 g/mol

SMILES: C1CCC(C12)CCC3C=4C(CCC23)C5C(C(=O)C4)CC(CC5)OC6CCCCO6

Level: 1

Mol. Weight: 854.98 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 854.98 g/mol

SMILES: C1CCC(C12)CCC3C=4C(CCC23)C5C(C(=O)C4)CCCC5

Level: 0

Mol. Weight: 854.98 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 854.98 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.06
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 122.100
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 16792.02

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.960
Plasma Protein Binding: 96.25
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: 2.500
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 3424543.780
Hydration Free Energy: -2.920
Log(D) at pH=7.4: 1.270
Log(P): 1.2
Log S: -2.47
Log(Vapor Pressure): -112614.45
Melting Point: 254.46
pKa Acid: -758.19
pKa Basic: 6.3

No predicted protein targets found for this compound.