(23S)-3beta,23-dihydroxyspirosta-5,25(27)-dien-1beta-yl-O-(4-O-acetyl-alpha-L-rhamnopyranosyl)-(1→2)-O-[ beta-D-xylopyranosyl-(1→3)]-alpha- L-arabinopyranoside - Compound Card

(23S)-3beta,23-dihydroxyspirosta-5,25(27)-dien-1beta-yl-O-(4-O-acetyl-alpha-L-rhamnopyranosyl)-(1→2)-O-[ beta-D-xylopyranosyl-(1→3)]-alpha- L-arabinopyranoside

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(23S)-3beta,23-dihydroxyspirosta-5,25(27)-dien-1beta-yl-O-(4-O-acetyl-alpha-L-rhamnopyranosyl)-(1→2)-O-[ beta-D-xylopyranosyl-(1→3)]-alpha- L-arabinopyranoside

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

Canonical Smiles	CC(=O)O[C@H]1C(C)O[C@H](C([C@H]1O)O)O[C@@H]1[C@@H](OC[C@@H](C1O[C@@H]1OC[C@H](C([C@@H]1O)O)O)O)O[C@@H]1C[C@H](O)CC2=CC[C@@H]3[C@@H]([C@@]12C)CC[C@]1([C@H]3C[C@H]2[C@@H]1[C@H](C)[C@@]1(O2)OCC(=C)CC1O)C
InChI	InChI=1S/C45H68O18/c1-18-11-30(50)45(57-15-18)19(2)32-29(63-45)14-26-24-8-7-22-12-23(47)13-31(44(22,6)25(24)9-10-43(26,32)5)60-42-39(62-41-36(54)34(52)37(20(3)58-41)59-21(4)46)38(28(49)17-56-42)61-40-35(53)33(51)27(48)16-55-40/h7,19-20,23-42,47-54H,1,8-17H2,2-6H3/t19-,20?,23+,24+,25-,26-,27+,28-,29-,30?,31+,32-,33?,34+,35-,36?,37-,38?,39-,40-,41-,42-,43-,44-,45-/m0/s1
InChIKey	IFRBWMPNJRIBIZ-RWLTZVLXSA-N
Formula	C₄₅H₆₈O₁₈
HBA	18
HBD	8
MW	897.02
Rotatable Bonds	7
TPSA	261.98
LogP	-0.08
Number Rings	9
Number Aromatic Rings	0
Heavy Atom Count	63
Formal Charge	0
Fraction CSP3	0.89
Exact Mass	896.44
Number of Lipinski Rule Violations	3

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

Showing of synonyms

Teponno RB, Tanaka C, et al. (2016). Trifasciatosides A-J, Steroidal Saponins from Sansevieria trifasciata.. Chemical & pharmaceutical bulletin,2016, 64(9), 1347-1355. [View] [PubMed]

No compound-protein relationship available.

SMILES: O1CC(=C)CCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CCCC6OC7OCCC(OC8CCCCO8)C7OC9CCCCO9

Level: 3

Mol. Weight: 897.02 g/mol

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

Level: 2

Mol. Weight: 897.02 g/mol

SMILES: O1CC(=C)CCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CCCC6OC(OCC7)CC7OC8CCCCO8

Level: 2

Mol. Weight: 897.02 g/mol

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 897.02 g/mol

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

Level: 1

Mol. Weight: 897.02 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 897.02 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 897.02 g/mol

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

Level: 0

Mol. Weight: 897.02 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 897.02 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.24
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 1610.9
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 211299.04

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.69
Plasma Protein Binding: 80.3
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: 2.15
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 43129447.25
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -8.09
Log(P): 1.52
Log S: -3.02
Log(Vapor Pressure): -1420074.47
Melting Point: 243.94
pKa Acid: -10269.13
pKa Basic: -59.92

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	3	0.7015