ANPDB

Select a section from the left sidebar

Tecomolliside B

Family: Plantae - Bignoniaceae
Kingdom: Plantae
Class: Phenolic
- Subclass: Phenolic Glycoside

Canonical Smiles	OCC1(O)CO[C@H]([C@H]1O)OC1[C@H](O)[C@H](OC2[C@H](OC(=O)/C=C/c3ccc(c(c3)O)O)C(COC(=O)C)O[C@H]([C@H]2O)OCCc2ccc(c(c2)O)O)OC([C@@H]1O)C
InChI	InChI=1S/C36H46O20/c1-16-26(44)30(55-35-32(47)36(48,14-37)15-51-35)27(45)34(52-16)56-31-28(46)33(49-10-9-19-4-7-21(40)23(42)12-19)53-24(13-50-17(2)38)29(31)54-25(43)8-5-18-3-6-20(39)22(41)11-18/h3-8,11-12,16,24,26-35,37,39-42,44-48H,9-10,13-15H2,1-2H3/b8-5+/t16?,24?,26-,27-,28-,29+,30?,31?,32+,33+,34-,35-,36?/m0/s1
InChIKey	FLAZJQRJUKGAHZ-MEAUXQMFSA-N
Formula	C₃₆H₄₆O₂₀
HBA	20
HBD	10
MW	798.74
Rotatable Bonds	14
TPSA	310.28
LogP	-1.98
Number Rings	5
Number Aromatic Rings	2
Heavy Atom Count	56
Formal Charge	0
Fraction CSP3	0.56
Exact Mass	798.26
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Tecoma mollis	Bignoniaceae	Plantae	2822953

Showing of synonyms

Abdel-Mageed W, Al-Wahaibi L, et al. (2017). New phenolic glycosides with cyclooxygenase inhibition from the roots of Tecoma mollis. Phytochemistry Letters, 2017, 21, 98-103. [View]

No compound-protein relationship available.

SMILES: O1CCCC1OC2CC(OCC2)OC3C(OC(=O)C=Cc4ccccc4)COC(C3)OCCc5ccccc5

Level: 4

Mol. Weight: 798.74 g/mol

SMILES: c1ccccc1C=CC(=O)OC(C2OC3CCCCO3)COC(C2)OCCc4ccccc4

Level: 3

Mol. Weight: 798.74 g/mol

SMILES: c1ccccc1C=CC(=O)OC(COCC2)C2OC(OCC3)CC3OC4CCCO4

Level: 3

Mol. Weight: 798.74 g/mol

SMILES: c1ccccc1CCOC(OCC2)CC2OC(OCC3)CC3OC4CCCO4

Level: 3

Mol. Weight: 798.74 g/mol

SMILES: c1ccccc1C=CC(=O)OC2CCC(OC2)OCCc3ccccc3

Level: 2

Mol. Weight: 798.74 g/mol

SMILES: c1ccccc1C=CC(=O)OC(COCC2)C2OC3CCCCO3

Level: 2

Mol. Weight: 798.74 g/mol

SMILES: c1ccccc1CCOC(OCC2)CC2OC3CCCCO3

Level: 2

Mol. Weight: 798.74 g/mol

SMILES: O1CCCC1OC2CC(OCC2)OC3CCOCC3

Level: 2

Mol. Weight: 798.74 g/mol

SMILES: C1OCCCC1OC(=O)C=Cc2ccccc2

Level: 1

Mol. Weight: 798.74 g/mol

SMILES: c1ccccc1CCOC2CCCCO2

Level: 1

Mol. Weight: 798.74 g/mol

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 798.74 g/mol

SMILES: O1CCCC1OC2CCOCC2

Level: 1

Mol. Weight: 798.74 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 798.74 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 798.74 g/mol

SMILES: C1CCOC1

Level: 0

Mol. Weight: 798.74 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.63
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 20.38
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 3446.08

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.67
Plasma Protein Binding: 31.61
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: 10.03
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -81.0
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.7
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 7.89
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: -6254651.75
Rat (Acute): 2.33
Rat (Chronic Oral): 4.99
Fathead Minnow: 7902.89
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 697360.24
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -0.24
Log(P): -0.49
Log S: -4.26
Log(Vapor Pressure): -22911.11
Melting Point: 206.9
pKa Acid: -127.79
pKa Basic: 1.04

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9369
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.9085
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8792
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8783
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	3	0.8682
Dihydrofolate reductase	P00378	DYR_CHICK	Gallus gallus	3	0.8508
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.8477
Xylose isomerase	P24300	XYLA_STRRU	Streptomyces rubiginosus	3	0.8473
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	4	0.8389
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.8381
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.8371
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	3	0.8346
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8341
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8321
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.8296
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.8241
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.8163
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8143
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.8039
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8001
Beta-galactoside-specific lectin 1	P81446	ML1_VISAL	Viscum album	3	0.7993
Aminoglycoside N(3)-acetyltransferase	A0A3P1UCA6	Q81P86_BACAN	Bacillus anthracis	3	0.7986
Lactoperoxidase	P80025	PERL_BOVIN	Bos taurus	3	0.7872
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7829
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7745
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.7697
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7666
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7611
Ribosomal RNA small subunit methyltransferase NEP1	Q06287	NEP1_YEAST	Saccharomyces cerevisiae	4	0.7532
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7500
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7497
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	3	0.7406
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7359
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7357
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7298
Tubulin--tyrosine ligase	F6Z895	A9ULH4_XENTR	Xenopus tropicalis	4	0.7261
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	2	0.7241
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7231
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	3	0.7220
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7219
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7195
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	2	0.7170
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7164
Cyclic GMP-AMP phosphodiesterase SMPDL3A	Q92484	ASM3A_HUMAN	Homo sapiens	2	0.7162
ADP compounds hydrolase NudE	P45799	NUDE_ECOLI	Escherichia coli	2	0.7152
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	2	0.7131
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7127
Hypoxanthine phosphoribosyltransferase	Q4DRC4	Q4DRC4_TRYCC	Trypanosoma cruzi	3	0.7114
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	3	0.7108
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7104
Gentisate 1,2-dioxygenase	Q67FT0	Q67FT0_PSESE	Pseudaminobacter salicylatoxidans	2	0.7101
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7098
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	2	0.7088
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7085
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	P0AF12	MTNN_ECOLI	Escherichia coli	2	0.7078
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7076
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7072
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	2	0.7050
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7046
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7041
Anthranilate phosphoribosyltransferase	P00500	TRPD_ACIAD	Acinetobacter baylyi	2	0.7041
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7034
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	2	0.7023
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	2	0.7020
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7009
Tyrosine-protein kinase JAK3	P52333	JAK3_HUMAN	Homo sapiens	3	0.7001

Download SDF