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6-desacetyl-12beta-hydroxy-scilliroside

Family: Plantae - Hyacinthaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Bufadienolide

Canonical Smiles	OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=C2)[C@H](O)C[C@@]2([C@@H]3C[C@@H](O)[C@]3([C@]2(O)CC[C@@H]3c2ccc(=O)oc2)C)O)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C30H42O12/c1-27-7-5-15(41-26-25(37)24(36)23(35)19(12-31)42-26)9-17(27)18(32)11-29(38)20(27)10-21(33)28(2)16(6-8-30(28,29)39)14-3-4-22(34)40-13-14/h3-4,9,13,15-16,18-21,23-26,31-33,35-39H,5-8,10-12H2,1-2H3/t15-,16+,18+,19+,20+,21+,23+,24-,25+,26+,27-,28-,29-,30+/m0/s1
InChIKey	VNBMZYMOCSKNSW-FAMUBBHOSA-N
Formula	C₃₀H₄₂O₁₂
HBA	12
HBD	8
MW	594.65
Rotatable Bonds	4
TPSA	210.51
LogP	-0.96
Number Rings	6
Number Aromatic Rings	1
Heavy Atom Count	42
Formal Charge	0
Fraction CSP3	0.77
Exact Mass	594.27
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Urginea maritima	Hyacinthaceae	Plantae	82070

Showing of synonyms

Kopp B, Krenn L, et al. (1996). Bufadienolides from Urginea maritima from Egypt. Phytochemistry,1996,42(2),513-522. [View] [PubMed]

Pubchem: 101985983

Zinc: ZINC000255273308

Nmrshiftdb2: 60070408

No compound-protein relationship available.

SMILES: c1oc(=O)ccc1C2CCC(C23)C4C(CC3)C5C(CC4)=CC(CC5)OC6CCCCO6

Level: 2

Mol. Weight: 594.65 g/mol

SMILES: C1CCC(C12)CCC3C2CCC=4C3CCC(C4)OC5CCCCO5

Level: 1

Mol. Weight: 594.65 g/mol

SMILES: C1CCC=C(CC2)C1C(CC3)C2C(C34)CCC4c5ccc(=O)oc5

Level: 1

Mol. Weight: 594.65 g/mol

SMILES: C1CCC(C12)CCC3C2CCC=4C3CCCC4

Level: 0

Mol. Weight: 594.65 g/mol

SMILES: O=c1cccco1

Level: 0

Mol. Weight: 594.65 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 594.65 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.68
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.120
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 5.75

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.740
Plasma Protein Binding: 86.42
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: 1.000
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -5.060
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -0.120
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 4.080
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Toxic
NR-Aromatase: Toxic
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -10754.790
Rat (Acute): 5.110
Rat (Chronic Oral): 3.180
Fathead Minnow: 24.340
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: 389.550
Hydration Free Energy: -2.930
Log(D) at pH=7.4: 0.680
Log(P): -0.9
Log S: -2.25
Log(Vapor Pressure): -12.43
Melting Point: 202.01
pKa Acid: 3.96
pKa Basic: 6.89

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9636
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9636
Norsolorinic acid synthase	Q12053	AFLC_ASPPU	Aspergillus parasiticus	3	0.8871
Norsolorinic acid synthase	Q12053	AFLC_ASPPU	Aspergillus parasiticus	3	0.8871
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.8167
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.8167
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7942
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7942
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7915
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7915
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.7759
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.7759
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7627
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7627
Matrix metalloproteinase-20	O60882	MMP20_HUMAN	Homo sapiens	3	0.7623
Matrix metalloproteinase-20	O60882	MMP20_HUMAN	Homo sapiens	3	0.7623
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7488
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7488
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7457
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7457
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7442
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7442
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A	Q13946	PDE7A_HUMAN	Homo sapiens	3	0.7431
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A	Q13946	PDE7A_HUMAN	Homo sapiens	3	0.7431
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7401
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7401
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7347
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7347
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7295
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7295
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	2	0.7286
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	2	0.7286
Focal adhesion kinase 1	Q05397	FAK1_HUMAN	Homo sapiens	2	0.7171
Focal adhesion kinase 1	Q05397	FAK1_HUMAN	Homo sapiens	2	0.7171
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	2	0.7163
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	2	0.7163
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	2	0.7082
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	2	0.7082
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	2	0.7070
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	2	0.7070
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7063
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7063
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	2	0.7053
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	2	0.7053
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	3	0.7007
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	3	0.7007

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