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Caratuberside D

Family: Plantae - Apocynaceae
Kingdom: Plantae
Class: Steroid
- Subclass: Pregnane Glycoside

Canonical Smiles	CO[C@@H]1C[C@H](O[C@H]2CC[C@]3(C(=C[C@H](C4C3C[C@@H](OC(=O)c3ccccc3)[C@]3([C@]4(O)CC[C@@H]3C(OC(=O)C)C)C)O)C2)C)OC([C@H]1O[C@H]1C[C@@H](OC)[C@@H](C(O1)C)O[C@@H]1OC(C)[C@H]([C@@H](C1O)OC)O)C
InChI	InChI=1S/C51H76O17/c1-25(61-29(5)52)33-17-19-51(57)41-34(22-38(50(33,51)7)66-47(56)30-14-12-11-13-15-30)49(6)18-16-32(20-31(49)21-35(41)53)65-39-23-36(58-8)44(27(3)62-39)67-40-24-37(59-9)45(28(4)63-40)68-48-43(55)46(60-10)42(54)26(2)64-48/h11-15,21,25-28,32-46,48,53-55,57H,16-20,22-24H2,1-10H3/t25?,26?,27?,28?,32-,33+,34?,35+,36+,37+,38+,39-,40-,41?,42+,43?,44+,45+,46-,48-,49-,50-,51-/m0/s1
InChIKey	NUTMBPBACYSVHF-CPSCYEGQSA-N
Formula	C₅₁H₇₆O₁₇
HBA	17
HBD	4
MW	961.15
Rotatable Bonds	13
TPSA	216.59
LogP	4.38
Number Rings	8
Number Aromatic Rings	1
Heavy Atom Count	68
Formal Charge	0
Fraction CSP3	0.8
Exact Mass	960.51
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Caralluma species	Apocynaceae	Plantae	197242

Showing of synonyms

Abdel-Sattara E, Shehab NG, et al. (2009). Antitrypanosomal activity of some pregnane glycosides isolated from Caralluma species. Phytomedicine,2009,16(6),659-664. [View] [PubMed]

Pubchem: 162876912

No compound-protein relationship available.

SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC(OC6)CCC6OC(OC7)CCC7OC8CCCCO8

Level: 4

Mol. Weight: 961.15 g/mol

SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC(OC6)CCC6OC7CCCCO7

Level: 3

Mol. Weight: 961.15 g/mol

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC(OC5)CCC5OC(OC6)CCC6OC7CCCCO7

Level: 3

Mol. Weight: 961.15 g/mol

SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCC(C5)OC6CCCCO6

Level: 2

Mol. Weight: 961.15 g/mol

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC(OC5)CCC5OC6CCCCO6

Level: 2

Mol. Weight: 961.15 g/mol

SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3

Level: 2

Mol. Weight: 961.15 g/mol

SMILES: c1ccccc1C(=O)OC(C(C23)CCC2)CC4C3CC=C5C4CCCC5

Level: 1

Mol. Weight: 961.15 g/mol

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCC(C4)OC5CCCCO5

Level: 1

Mol. Weight: 961.15 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 961.15 g/mol

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCCC4

Level: 0

Mol. Weight: 961.15 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 961.15 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 961.15 g/mol

Antitrypanosomal

Absorption

Caco-2 (logPapp): -5.49
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 13514.500
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 1766917.97

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.590
Plasma Protein Binding: 90.38
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: Inhibitor
OATP1B3: Inhibitor

Excretion

Clearance: 4.770
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Toxic
Bioconcentration Factor: -41095.680
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -0.330
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 4.050
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Toxic
NR-PPAR-gamma: Safe
NR-TR: Toxic
T. Pyriformis: -3206874508.110
Rat (Acute): 5.350
Rat (Chronic Oral): 8.530
Fathead Minnow: 4048003.450
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: 360681014.860
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -178.450
Log(P): 4.88
Log S: -5.02
Log(Vapor Pressure): -11876913.83
Melting Point: 192.46
pKa Acid: -86458.9
pKa Basic: -679.8

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.8881
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.8881
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8185
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8185
Retinol dehydratase	Q26490	Q26490_SPOFR	Spodoptera frugiperda	3	0.7565
Retinol dehydratase	Q26490	Q26490_SPOFR	Spodoptera frugiperda	3	0.7565
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	3	0.7373
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	3	0.7373
Class B acid phosphatase	Q540U1	APHA_SALTM	Salmonella typhimurium	2	0.7298
Class B acid phosphatase	Q540U1	APHA_SALTM	Salmonella typhimurium	2	0.7298
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7223
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7223
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	2	0.7203
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	2	0.7203
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	2	0.7173
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	2	0.7173
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7084
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7084
Acidic phospholipase A2 3	P60045	PA2A3_NAJSG	Naja sagittifera	2	0.7076
Acidic phospholipase A2 3	P60045	PA2A3_NAJSG	Naja sagittifera	2	0.7076
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7049
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7049

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