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(2R,3S,4S,5R,6R,8S,9R,10R,11S,13R,14R,17R,1′S,2′R,3′R,5′R)-4,8,11,14-tetrahydroxy-5,6-epoxy-12-oxo- 2-O,3-O-[(2′,3′-methylendioxy)-4′,6′-didesoxyhexosulose]-card-20 (22)-enolide

Family: Plantae - Celastraceae
Kingdom: Plantae
Class: Steroid

Canonical Smiles	CC1C[C@H]2OCO[C@]32[C@@H](O1)O[C@H]1[C@H](O3)C[C@]2([C@]3([C@H]1O)O[C@@H]3C[C@@]1(C2[C@H](O)C(=O)[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)O)C
InChI	InChI=1S/C30H38O13/c1-12-6-16-30(39-11-38-16)24(40-12)41-20-15(42-30)8-25(2)21-19(32)22(33)26(3)14(13-7-18(31)37-10-13)4-5-28(26,36)27(21,35)9-17-29(25,43-17)23(20)34/h7,12,14-17,19-21,23-24,32,34-36H,4-6,8-11H2,1-3H3/t12?,14-,15-,16-,17-,19+,20+,21?,23+,24+,25-,26+,27+,28-,29+,30+/m1/s1
InChIKey	OFYFSRGXSZVPKF-NSWPUUHSSA-N
Formula	C₃₀H₃₈O₁₃
HBA	13
HBD	4
MW	606.62
Rotatable Bonds	1
TPSA	182.97
LogP	-0.79
Number Rings	9
Number Aromatic Rings	0
Heavy Atom Count	43
Formal Charge	0
Fraction CSP3	0.87
Exact Mass	606.23
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Salacia staudtiana	Celastraceae	Plantae	662028

Showing of synonyms

Kamtcha DW, Tene M, et al. (2018). Cardenolides and dihydro-β-agarofuran sesquiterpenes from the seeds of Salacia staudtiana.. Fitoterapia,2018, 131, 174-181. [View] [PubMed]

No compound-protein relationship available.

SMILES: C1OC(=O)C=C1C(CC2)C(C2C3CC(C456)O6)C(=O)CC3C4CC7C(C5)OC8C9(O7)C(CCO8)OCO9

Level: 1

Mol. Weight: 606.62 g/mol

SMILES: C123C(O3)CC4C5C(CCC5)C(=O)CC4C1CC6C(C2)OC7C8(O6)C(CCO7)OCO8

Level: 0

Mol. Weight: 606.62 g/mol

SMILES: O=C1C=CCO1

Level: 0

Mol. Weight: 606.62 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.48
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.88
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 15.45

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.31
Plasma Protein Binding: 51.68
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: 4.02
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -2.29
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -1.07
Liver Injury II: Safe
hERG Blockers: Toxic
Daphnia Maga: 5.97
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Toxic
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Toxic
T. Pyriformis: -29870.99
Rat (Acute): 5.16
Rat (Chronic Oral): 3.0
Fathead Minnow: 52.35
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Toxic
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Toxic

General Properties

Boiling Point: 769.58
Hydration Free Energy: -2.92
Log(D) at pH=7.4: 0.91
Log(P): -0.68
Log S: -2.82
Log(Vapor Pressure): -13.35
Melting Point: 219.55
pKa Acid: 4.4
pKa Basic: 1.79

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Xylose isomerase	P24300	XYLA_STRRU	Streptomyces rubiginosus	3	0.8807

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