Spirosta-5,25(27)-dien-1-beta,3-beta-diol-1-O-alpha-L-rhamnopyranosyl-(1→2)-alpha-L-arabinopyranoside - Compound Card

Spirosta-5,25(27)-dien-1-beta,3-beta-diol-1-O-alpha-L-rhamnopyranosyl-(1→2)-alpha-L-arabinopyranoside

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Spirosta-5,25(27)-dien-1-beta,3-beta-diol-1-O-alpha-L-rhamnopyranosyl-(1→2)-alpha-L-arabinopyranoside

Family: Plantae - Dracaenaceae
Kingdom: Plantae
Class: Steroid
- Subclass: Saponin

Canonical Smiles	O[C@H]1C[C@@H](O[C@@H]2OC[C@@H](C([C@@H]2OC2O[C@@H](C)C([C@@H]([C@H]2O)O)O)O)O)[C@]2(C(=CCC3C2CC[C@]2(C3CC3C2[C@H](C)[C@]2(O3)CCC(=C)CO2)C)C1)C
InChI	InChI=1S/C38H58O12/c1-17-8-11-38(46-15-17)18(2)28-26(50-38)14-24-22-7-6-20-12-21(39)13-27(37(20,5)23(22)9-10-36(24,28)4)48-35-33(30(42)25(40)16-45-35)49-34-32(44)31(43)29(41)19(3)47-34/h6,18-19,21-35,39-44H,1,7-16H2,2-5H3/t18-,19-,21+,22?,23?,24?,25-,26?,27+,28?,29?,30?,31-,32+,33-,34?,35-,36-,37-,38+/m0/s1
InChIKey	URTQATADKAKTAX-LDYARZGJSA-N
Formula	C₃₈H₅₈O₁₂
HBA	12
HBD	6
MW	706.87
Rotatable Bonds	4
TPSA	176.76
LogP	1.92
Number Rings	8
Number Aromatic Rings	0
Heavy Atom Count	50
Formal Charge	0
Fraction CSP3	0.89
Exact Mass	706.39
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Sansevieria trifasciata	Dracaenaceae	Plantae	39534

Showing of synonyms

Tchegnitegni B, Teponno R, et al. (2015). Sappanin-type homoisoflavonoids from Sansevieria trifasciata Prain. Phytochemistry Letters, 2015, 12, 262-266. [View]

No compound-protein relationship available.

SMILES: O1CC(=C)CCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CCCC6OC(OCCC7)C7OC8CCCCO8

Level: 2

Mol. Weight: 706.87 g/mol

SMILES: O1CC(=C)CCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CCCC6OC7CCCCO7

Level: 1

Mol. Weight: 706.87 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 706.87 g/mol

SMILES: O1CC(=C)CCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CCCC6

Level: 0

Mol. Weight: 706.87 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 706.87 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.1
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -1.89
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 479.2

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.81
Plasma Protein Binding: 79.0
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: 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: 1.7
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 95669.76
Hydration Free Energy: -2.92
Log(D) at pH=7.4: 3.76
Log(P): 3.14
Log S: -3.42
Log(Vapor Pressure): -3050.87
Melting Point: 228.19
pKa Acid: 1.46
pKa Basic: 4.89

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	3	0.7328
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7029