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Cupanioidesoside C

Family: Plantae - Sapindaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Sesquiterpene Glycoside

Canonical Smiles	OCC1O[C@@H](O[C@H]2C(C)O[C@H]([C@H](C2O)O)OCC2O[C@@H](OC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)C([C@H]([C@@H]2O)O)O)C([C@H]([C@@H]1O)OC1OC(C(C1O)O)CO)O[C@@H]1OC(C)[C@@H](C([C@@H]1O)O)O
InChI	InChI=1S/C44H74O23/c1-18(2)9-7-10-19(3)11-8-12-20(4)13-14-58-40-34(55)31(52)28(49)25(64-40)17-59-41-36(57)32(53)37(22(6)61-41)65-44-39(67-42-35(56)30(51)26(47)21(5)60-42)38(29(50)24(16-46)63-44)66-43-33(54)27(48)23(15-45)62-43/h9,11,13,21-57H,7-8,10,12,14-17H2,1-6H3/b19-11+,20-13+/t21?,22?,23?,24?,25?,26-,27?,28+,29+,30?,31-,32?,33?,34?,35-,36-,37-,38-,39?,40+,41+,42-,43?,44-/m0/s1
InChIKey	YHUCSMALHXHJDU-CXUFOILKSA-N
Formula	C₄₄H₇₄O₂₃
HBA	23
HBD	13
MW	971.05
Rotatable Bonds	20
TPSA	355.29
LogP	-3.79
Number Rings	5
Number Aromatic Rings	0
Heavy Atom Count	67
Formal Charge	0
Fraction CSP3	0.86
Exact Mass	970.46
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Lecaniodiscus cupanioides	Sapindaceae	Plantae	1195011

Showing of synonyms

Messi LM, Noté OP, et al. (2020). Farnesyl glycosides and one new triterpenoid saponin from the roots of Lecaniodiscus cupanioides Planch. ex Benth.. Carbohydrate research,2020, 495, 108092. [View] [PubMed]

No compound-protein relationship available.

SMILES: O1CCCCC1COC(OC2)CCC2OC3OCCC(OC4CCCO4)C3OC5CCCCO5

Level: 4

Mol. Weight: 971.05 g/mol

SMILES: O1CCCCC1COC(OC2)CCC2OC(OCCC3)C3OC4CCCCO4

Level: 3

Mol. Weight: 971.05 g/mol

SMILES: O1CCCCC1COC(OC2)CCC2OC(OCC3)CC3OC4CCCO4

Level: 3

Mol. Weight: 971.05 g/mol

SMILES: O1CCCCC1OC2C(OC3CCCO3)CCOC2OC4CCCOC4

Level: 3

Mol. Weight: 971.05 g/mol

SMILES: O1CCCCC1COC(OC2)CCC2OC3CCCCO3

Level: 2

Mol. Weight: 971.05 g/mol

SMILES: O1CCCCC1OC2C(OCCC2)OC3CCCOC3

Level: 2

Mol. Weight: 971.05 g/mol

SMILES: O1CCCC1OC2CC(OCC2)OC3CCCOC3

Level: 2

Mol. Weight: 971.05 g/mol

SMILES: O1CCCC1OC2C(COCC2)OC3CCCCO3

Level: 2

Mol. Weight: 971.05 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 971.05 g/mol

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 971.05 g/mol

SMILES: O1CCCC1OC2CCOCC2

Level: 1

Mol. Weight: 971.05 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 971.05 g/mol

SMILES: C1CCOC1

Level: 0

Mol. Weight: 971.05 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.53
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 3792.38
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 496503.97

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.8
Plasma Protein Binding: 23.03
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: 3.33
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -11536.38
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.77
Liver Injury II: Safe
hERG Blockers: Safe
Daphnia Maga: 4.05
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: -901129344.03
Rat (Acute): 2.69
Rat (Chronic Oral): 4.8
Fathead Minnow: 1137493.67
Respiratory Disease: Safe
Skin Sensitisation: Toxic
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 101347097.14
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -43.85
Log(P): 0.44
Log S: -1.83
Log(Vapor Pressure): -3337172.33
Melting Point: 120.96
pKa Acid: -24230.43
pKa Basic: -171.37

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	3	0.9236
Retinol dehydratase	Q26490	Q26490_SPOFR	Spodoptera frugiperda	3	0.8659
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.8540
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8502
Integrin alpha-L	P20701	ITAL_HUMAN	Homo sapiens	3	0.8468
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.8015
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	3	0.7933
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7900
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7825
Aldo-keto reductase family 1 member C1	Q04828	AK1C1_HUMAN	Homo sapiens	2	0.7688
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	2	0.7685
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7675
4,4'-diapophytoene synthase	A9JQL9	CRTM_STAAU	Staphylococcus aureus	2	0.7622
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7565
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7530
Fatty acid-binding protein, liver	P80226	FABPL_CHICK	Gallus gallus	2	0.7440
Enoyl-[acyl-carrier-protein] reductase [NADH]	P9WGR1	INHA_MYCTU	Mycobacterium tuberculosis	3	0.7296
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7199
Putative cytochrome P450 120	Q59990	CP120_SYNY3	Synechocystis sp	3	0.7164
Epoxide hydrolase	Q41415	Q41415_SOLTU	Solanum tuberosum	2	0.7111

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