1-beta-2-beta-dihydroxypregna-5,16-dien-20-one-1-O-alpha-L-rhamnopyranosyl-(1→2)-O-[beta-D-xylopyranosyl-(1→3)]-beta-D-glucopyranoside - Compound Card

1-beta-2-beta-dihydroxypregna-5,16-dien-20-one-1-O-alpha-L-rhamnopyranosyl-(1→2)-O-[beta-D-xylopyranosyl-(1→3)]-beta-D-glucopyranoside

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1-beta-2-beta-dihydroxypregna-5,16-dien-20-one-1-O-alpha-L-rhamnopyranosyl-(1→2)-O-[beta-D-xylopyranosyl-(1→3)]-beta-D-glucopyranoside

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

Canonical Smiles	OCC1O[C@@H](O[C@@H]2C[C@H](O)CC3=CC[C@@H]4[C@@H]([C@@]23C)CC[C@]2([C@H]4CC=C2C(=O)C)C)[C@H](C([C@@H]1O)O[C@@H]1OC[C@H](C([C@@H]1O)O)O)O[C@@H]1OC(C)[C@@H]([C@@H](C1O)O)O
InChI	InChI=1S/C38H58O16/c1-15(40)20-7-8-21-19-6-5-17-11-18(41)12-25(38(17,4)22(19)9-10-37(20,21)3)52-36-33(54-35-31(48)29(46)26(43)16(2)50-35)32(28(45)24(13-39)51-36)53-34-30(47)27(44)23(42)14-49-34/h5,7,16,18-19,21-36,39,41-48H,6,8-14H2,1-4H3/t16?,18-,19+,21+,22+,23-,24?,25-,26+,27?,28-,29+,30+,31?,32?,33+,34+,35+,36+,37-,38+/m1/s1
InChIKey	WAILSVQYMKGRPF-DRQPJCHISA-N
Formula	C₃₈H₅₈O₁₆
HBA	16
HBD	9
MW	770.87
Rotatable Bonds	8
TPSA	254.52
LogP	-1.45
Number Rings	7
Number Aromatic Rings	0
Heavy Atom Count	54
Formal Charge	0
Fraction CSP3	0.87
Exact Mass	770.37
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: C1=CCC(C12)C3C(CC2)C4C(=CC3)CCCC4OC5OCCC(OC6CCCCO6)C5OC7CCCCO7

Level: 3

Mol. Weight: 770.87 g/mol

SMILES: C1=CCC(C12)C3C(CC2)C4C(=CC3)CCCC4OC(OCCC5)C5OC6CCCCO6

Level: 2

Mol. Weight: 770.87 g/mol

SMILES: C1=CCC(C12)C3C(CC2)C4C(=CC3)CCCC4OC(OCC5)CC5OC6CCCCO6

Level: 2

Mol. Weight: 770.87 g/mol

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 770.87 g/mol

SMILES: C1=CCC(C12)C3C(CC2)C4C(=CC3)CCCC4OC5CCCCO5

Level: 1

Mol. Weight: 770.87 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 770.87 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 770.87 g/mol

SMILES: C1=CCC(C12)C3C(CC2)C4C(=CC3)CCCC4

Level: 0

Mol. Weight: 770.87 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 770.87 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.54
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 10.34
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 2136.88

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.79
Plasma Protein Binding: 68.06
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: 2.14
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 432782.87
Hydration Free Energy: -2.92
Log(D) at pH=7.4: 1.66
Log(P): 0.27
Log S: -2.29
Log(Vapor Pressure): -14123.69
Melting Point: 207.43
pKa Acid: -59.89
pKa Basic: 4.33

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7256