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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)]-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]2O[C@@H]2OC(C)[C@@H]([C@@H](C2O)O)O)O[C@@H]2OC[C@H](C([C@@H]2O)O)O)O)[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC=C2C(=O)C)C)C1)C
InChI	InChI=1S/C37H56O15/c1-15(38)20-7-8-21-19-6-5-17-11-18(39)12-25(37(17,4)22(19)9-10-36(20,21)3)50-35-32(52-34-30(46)28(44)26(42)16(2)49-34)31(24(41)14-48-35)51-33-29(45)27(43)23(40)13-47-33/h5,7,16,18-19,21-35,39-46H,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+/m1/s1
InChIKey	XUKYFUGWFDHJME-YDIZIWFLSA-N
Formula	C₃₇H₅₆O₁₅
HBA	15
HBD	8
MW	740.84
Rotatable Bonds	7
TPSA	234.29
LogP	-0.82
Number Rings	7
Number Aromatic Rings	0
Heavy Atom Count	52
Formal Charge	0
Fraction CSP3	0.86
Exact Mass	740.36
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: 740.84 g/mol

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

Level: 2

Mol. Weight: 740.84 g/mol

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

Level: 2

Mol. Weight: 740.84 g/mol

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 740.84 g/mol

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

Level: 1

Mol. Weight: 740.84 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 740.84 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 740.84 g/mol

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

Level: 0

Mol. Weight: 740.84 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 740.84 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.48
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 0.8
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 859.01

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.82
Plasma Protein Binding: 74.75
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: 2.31
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -19.19
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -0.37
Liver Injury II: Safe
hERG Blockers: Safe
Daphnia Maga: 6.54
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Toxic
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -1559949.19
Rat (Acute): 3.66
Rat (Chronic Oral): 4.51
Fathead Minnow: 1975.92
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 172169.8
Hydration Free Energy: -2.92
Log(D) at pH=7.4: 1.91
Log(P): 0.83
Log S: -2.49
Log(Vapor Pressure): -5566.84
Melting Point: 221.33
pKa Acid: -8.16
pKa Basic: 4.09

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.7959
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7958
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7586
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7430
Avidin	P02701	AVID_CHICK	Gallus gallus	2	0.7121

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