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Scillaren F

Family: Plantae - Asparagaceae
Kingdom: Plantae
Class: Steroid
- Subclass: Bufadienolide

Canonical Smiles	OC[C@H]1O[C@@H](O[C@]23C=CCC[C@]3(C=O)[C@@H]3[C@@H](CC2)[C@@]2(O)CC[C@@H]([C@]2(CC3)C)c2ccc(=O)oc2)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C30H40O10/c1-27-11-6-19-20(30(27,37)13-8-18(27)17-4-5-22(33)38-15-17)7-12-29(10-3-2-9-28(19,29)16-32)40-26-25(36)24(35)23(34)21(14-31)39-26/h3-5,10,15-16,18-21,23-26,31,34-37H,2,6-9,11-14H2,1H3/t18-,19+,20-,21-,23-,24+,25-,26+,27-,28+,29-,30+/m1/s1
InChIKey	QDBIBEXZLJNVNH-TVVIPLERSA-N
Formula	C₃₀H₄₀O₁₀
HBA	10
HBD	5
MW	560.64
Rotatable Bonds	5
TPSA	166.89
LogP	1.17
Number Rings	6
Number Aromatic Rings	1
Heavy Atom Count	40
Formal Charge	0
Fraction CSP3	0.73
Exact Mass	560.26
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Drimia altissima	Asparagaceae	Plantae	65774

Showing of synonyms

Langat L, Langat MK, et al. (2021). Antiproliferative bufadienolides from the bulbs of Drimia altissima. Journal of natural products, 2021, 84(3), 608–615. [View]

Pubchem: 76968246

Cas: 510-58-7

Zinc: ZINC000255260558

Nmrshiftdb2: 60070398

No compound-protein relationship available.

SMILES: c1oc(=O)ccc1C(CC2)C(CC3)C2C(CC4)C3C(CCC=C5)C45OC6CCCCO6

Level: 2

Mol. Weight: 560.64 g/mol

SMILES: C1CCC(CC2)C1C(CC3)C2C(CCC=C4)C34OC5CCCCO5

Level: 1

Mol. Weight: 560.64 g/mol

SMILES: C1CC=CC(CC2)C1C(CC3)C2C(C34)CCC4c5ccc(=O)oc5

Level: 1

Mol. Weight: 560.64 g/mol

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC=C4

Level: 0

Mol. Weight: 560.64 g/mol

SMILES: O=c1cccco1

Level: 0

Mol. Weight: 560.64 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 560.64 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.9
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -4.900
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 2.39

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.670
Plasma Protein Binding: 79.05
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: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 1.120
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -3.550
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -0.200
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 5.210
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Toxic
NR-Aromatase: Toxic
NR-ER: Toxic
NR-ER-LBD: Safe
NR-GR: Toxic
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -6008.340
Rat (Acute): 5.520
Rat (Chronic Oral): 2.720
Fathead Minnow: 15.370
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Toxic
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 426.910
Hydration Free Energy: -2.930
Log(D) at pH=7.4: 2.120
Log(P): 0.45
Log S: -2.8
Log(Vapor Pressure): -10.88
Melting Point: 212.51
pKa Acid: 5.55
pKa Basic: 6.14

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	0.9348
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8704
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.8163
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.7808
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A	Q13946	PDE7A_HUMAN	Homo sapiens	3	0.7715
beta-glucosidase	Q92AS9	Q92AS9_LISIN	Listeria innocua serovar 6a	3	0.7676
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7593
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7527
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7495
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7494
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	3	0.7457
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7453
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7452
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	3	0.7415
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7398
17-beta-hydroxysteroid dehydrogenase 14	Q9BPX1	DHB14_HUMAN	Homo sapiens	2	0.7217
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	2	0.7217
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.7183
Focal adhesion kinase 1	Q05397	FAK1_HUMAN	Homo sapiens	2	0.7132
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7127
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	2	0.7107
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7106
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	2	0.7102
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7073
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	2	0.7066
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	2	0.7057
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7032
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	2	0.7004
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	2	0.7000

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