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Gracillin

Family: Plantae - Agavaceae
Kingdom: Plantae
Class: Saponin
- Subclass: Spirostane Saponin

Canonical Smiles	OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@]3(O4)CC[C@H](CO3)C)C)C2)C)[C@@H]([C@H]([C@@H]1O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O
InChI	InChI=1S/C45H72O17/c1-19-8-13-45(55-18-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)57-42-39(61-40-36(53)34(51)31(48)21(3)56-40)38(33(50)29(17-47)59-42)60-41-37(54)35(52)32(49)28(16-46)58-41/h6,19-21,23-42,46-54H,7-18H2,1-5H3/t19-,20+,21+,23+,24-,25+,26+,27+,28-,29-,30+,31+,32-,33-,34-,35+,36-,37-,38+,39-,40+,41+,42-,43+,44+,45-/m1/s1
InChIKey	YQEMAEKYNNOCBY-IEMDQPGHSA-N
Formula	C₄₅H₇₂O₁₇
HBA	17
HBD	9
MW	885.05
Rotatable Bonds	8
TPSA	255.91
LogP	0.21
Number Rings	9
Number Aromatic Rings	0
Heavy Atom Count	62
Formal Charge	0
Fraction CSP3	0.96
Exact Mass	884.48
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Dracaena viridiflora	Agavaceae	Plantae	1280234

Showing of synonyms

Teponno RB, Dzoyem JP, et al. (2017). Cytotoxicity of secondary metabolites from Dracaena viridiflora Engl & Krause and their semisynthetic analogues.. Records of Natural Products,2017, 11(5), 421-430. [View]

Pubchem: 159861

Cas: 19083-00-2

Gnps: CCMSLIB00006471145

Zinc: ZINC000252509543

Kegg Ligand: C08901

Chebi: 5528

Chembl: CHEMBL500045

CPRiL: 74609

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CC(CC6)OC7OCCC(OC8CCCCO8)C7OC9CCCCO9

Level: 3

Mol. Weight: 885.05 g/mol

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CC(CC6)OC(OCCC7)C7OC8CCCCO8

Level: 2

Mol. Weight: 885.05 g/mol

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CC(CC6)OC(OCC7)CC7OC8CCCCO8

Level: 2

Mol. Weight: 885.05 g/mol

SMILES: O1CCCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 885.05 g/mol

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CC(CC6)OC7CCCCO7

Level: 1

Mol. Weight: 885.05 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 885.05 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 885.05 g/mol

SMILES: O1CCCCC12CC3C4C(CC3O2)C5C(CC4)C6C(=CC5)CCCC6

Level: 0

Mol. Weight: 885.05 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 885.05 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.49
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 1267.050
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 166404.17

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.850
Plasma Protein Binding: 83.55
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: 0.210
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Toxic
Bioconcentration Factor: -3863.730
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -0.940
Liver Injury II: Safe
hERG Blockers: Toxic
Daphnia Maga: 4.400
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Toxic
NR-ER-LBD: Toxic
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -302013850.590
Rat (Acute): 3.560
Rat (Chronic Oral): 4.410
Fathead Minnow: 381234.410
Respiratory Disease: Toxic
Skin Sensitisation: Toxic
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 33964684.130
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -2.910
Log(P): 2.6
Log S: -2.68
Log(Vapor Pressure): -1118271.45
Melting Point: 213.76
pKa Acid: -8067.94
pKa Basic: -34.95

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Retinol-binding protein 1	P02696	RET1_RAT	Rattus norvegicus	3	0.7585
Retinol-binding protein 1	P02696	RET1_RAT	Rattus norvegicus	3	0.7585
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	3	0.7551
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	3	0.7551

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