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Isoschaftoside

Family: Plantae - Moraceae
Kingdom: Plantae
Class: Flavonoid

Canonical Smiles	OC[C@H]1O[C@H]([C@@H]([C@@H]([C@@H]1O)O)O)c1c(O)c([C@@H]2OC[C@@H]([C@@H]([C@H]2O)O)O)c(c2c1oc(cc2=O)c1ccc(cc1)O)O
InChI	InChI=1S/C26H28O14/c27-6-13-18(32)21(35)23(37)26(40-13)16-20(34)15(25-22(36)17(31)11(30)7-38-25)19(33)14-10(29)5-12(39-24(14)16)8-1-3-9(28)4-2-8/h1-5,11,13,17-18,21-23,25-28,30-37H,6-7H2/t11-,13+,17-,18+,21+,22+,23+,25-,26-/m0/s1
InChIKey	OVMFOVNOXASTPA-FACHVYPTSA-N
Formula	C₂₆H₂₈O₁₄
HBA	14
HBD	10
MW	564.5
Rotatable Bonds	4
TPSA	250.97
LogP	-1.75
Number Rings	5
Number Aromatic Rings	3
Heavy Atom Count	40
Formal Charge	0
Fraction CSP3	0.42
Exact Mass	564.15
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Ficus asperifolia	Moraceae	Plantae	182103
2	Ficus variifolia	Moraceae	Plantae	425835
3	Ficus polita	Moraceae	Plantae	378027

Showing of synonyms

Greenham JR, Grayer RJ, et al. (2007). Intra-and interspecific variations in vacuolar flavonoids among Ficus species from the Budongo Forest, Uganda.. Biochemical systematics and ecology,2007,35(2),81-90. [View] [PubMed]

Pubchem: 3084995

Cas: 52012-29-0

Gnps: CCMSLIB00006423090

Zinc: ZINC000059730688

Chebi: 75589

Nmrshiftdb2: 60022858

Metabolights: MTBLC75589

Chembl: CHEMBL2437365

CPRiL: 157813

SMILES: c1ccccc1-c(cc2=O)oc(c23)c(C4CCCCO4)cc(c3)C5CCCCO5

Level: 3

Mol. Weight: 564.5 g/mol

SMILES: O=c1ccoc(c12)c(C3CCCCO3)cc(c2)C4CCCCO4

Level: 2

Mol. Weight: 564.5 g/mol

SMILES: c1ccccc1-c(cc2=O)oc(c23)ccc(c3)C4CCCCO4

Level: 2

Mol. Weight: 564.5 g/mol

SMILES: O1CCCCC1c(ccc2)c(c23)oc(cc3=O)-c4ccccc4

Level: 2

Mol. Weight: 564.5 g/mol

SMILES: O=c1ccoc(c12)ccc(c2)C3CCCCO3

Level: 1

Mol. Weight: 564.5 g/mol

SMILES: O=c1ccoc(c12)c(ccc2)C3CCCCO3

Level: 1

Mol. Weight: 564.5 g/mol

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 564.5 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 564.5 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 564.5 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 564.5 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.45
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -6.210
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 5.05

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.650
Plasma Protein Binding: 68.3
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: 8.400
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Safe
Bioconcentration Factor: -3.920
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.760
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.380
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -3787.620
Rat (Acute): 2.500
Rat (Chronic Oral): 4.960
Fathead Minnow: 7.590
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: 680.070
Hydration Free Energy: -3.160
Log(D) at pH=7.4: -1.150
Log(P): -0.16
Log S: -3.45
Log(Vapor Pressure): -13.81
Melting Point: 210.03
pKa Acid: 2.13
pKa Basic: 10.4

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Glycogen phosphorylase, muscle form	P00489	PYGM_RABIT	Oryctolagus cuniculus	3	0.8768
Glycogen phosphorylase, muscle form	P00489	PYGM_RABIT	Oryctolagus cuniculus	3	0.8768
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8659
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8659
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7665
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7665
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7519
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7519
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7454
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7454
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7249
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7249
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7085
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7085
Neuropilin-1	O14786	NRP1_HUMAN	Homo sapiens	3	0.7034
Neuropilin-1	O14786	NRP1_HUMAN	Homo sapiens	3	0.7034

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