ANPDB

Select a section from the left sidebar

1-methylbutyltessmannoate

Family: Plantae - Caesalpiniaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Nor-Halimane Diterpenoid

Canonical Smiles	CCCC(OC(=O)CC[C@@H]1C(=C(C)C)CC[C@H]([C@]1(C)CCc1cocc1)C)C
InChI	InChI=1S/C25H40O3/c1-7-8-20(5)28-24(26)12-11-23-22(18(2)3)10-9-19(4)25(23,6)15-13-21-14-16-27-17-21/h14,16-17,19-20,23H,7-13,15H2,1-6H3/t19-,20?,23-,25+/m1/s1
InChIKey	TWYKMANSUWZUSO-IDUBGQMLSA-N
Formula	C₂₅H₄₀O₃
HBA	3
HBD	0
MW	388.59
Rotatable Bonds	9
TPSA	39.44
LogP	7.11
Number Rings	2
Number Aromatic Rings	1
Heavy Atom Count	28
Formal Charge	0
Fraction CSP3	0.72
Exact Mass	388.3
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Tessmannia densiflora	Caesalpiniaceae	Plantae	1911674

Showing of synonyms

Kihampa C, Nkunya MH, et al. (2009). Anti-mosquito and antimicrobial nor-halimanoids, isocoumarins and an anilinoid from Tessmannia densiflora. Phytochemistry,2009,70(10),1233-1238. [View] [PubMed]

Pubchem: 102481690

No compound-protein relationship available.

SMILES: C=C1CC(CCC1)CCc2ccoc2

Level: 1

Mol. Weight: 388.59 g/mol

SMILES: C=C1CCCCC1

Level: 0

Mol. Weight: 388.59 g/mol

SMILES: c1ccoc1

Level: 0

Mol. Weight: 388.59 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.83
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.45
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.92

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.19
Plasma Protein Binding: 84.09
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Inhibitor
CYP 1A2 Substrate: Substrate
CYP 2C19 Inhibitor: Non-Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Substrate
CYP 3A4 Inhibitor: Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 4.49
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 1.8
Biodegradation: Safe
Carcinogenesis: Toxic
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -0.27
Liver Injury II: Safe
hERG Blockers: Toxic
Daphnia Maga: 7.1
Micronucleos: Safe
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Toxic
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -6.75
Rat (Acute): 2.53
Rat (Chronic Oral): 2.0
Fathead Minnow: 4.47
Respiratory Disease: Toxic
Skin Sensitisation: Toxic
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 391.61
Hydration Free Energy: -3.76
Log(D) at pH=7.4: 5.98
Log(P): 7.56
Log S: -6.07
Log(Vapor Pressure): -6.3
Melting Point: 19.61
pKa Acid: 11.94
pKa Basic: 5.94

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9126
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9126
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.8834
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.8834
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.8594
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.8594
Rhodopsin	P02699	OPSD_BOVIN	Bos taurus	3	0.8452
Rhodopsin	P02699	OPSD_BOVIN	Bos taurus	3	0.8452
Integrin alpha-L	P20701	ITAL_HUMAN	Homo sapiens	3	0.8341
Integrin alpha-L	P20701	ITAL_HUMAN	Homo sapiens	3	0.8341
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.8109
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.8109
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7964
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7964
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7765
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7765
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7710
3-alpha-hydroxysteroid dehydrogenase	P23457	DIDH_RAT	Rattus norvegicus	2	0.7710
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7710
3-alpha-hydroxysteroid dehydrogenase	P23457	DIDH_RAT	Rattus norvegicus	2	0.7710
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7710
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7710
Retinol-binding protein 1	P09455	RET1_HUMAN	Homo sapiens	3	0.7699
Retinol-binding protein 1	P09455	RET1_HUMAN	Homo sapiens	3	0.7699
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7698
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7698
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7661
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7661
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7644
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7644
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7582
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7582
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	2	0.7544
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	2	0.7544
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7539
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7539
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	2	0.7490
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	2	0.7490
Retinol dehydratase	Q26490	Q26490_SPOFR	Spodoptera frugiperda	3	0.7490
Retinol dehydratase	Q26490	Q26490_SPOFR	Spodoptera frugiperda	3	0.7490
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.7469
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.7469
Cholesterol oxidase	P22637	CHOD_BREST	Brevibacterium sterolicum	3	0.7447
Cholesterol oxidase	P22637	CHOD_BREST	Brevibacterium sterolicum	3	0.7447
Sterol 14alpha-demethylase	P9WPP9	CP51_MYCTU	Mycobacterium tuberculosis	3	0.7428
Sterol 14alpha-demethylase	P9WPP9	CP51_MYCTU	Mycobacterium tuberculosis	3	0.7428
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7370
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7370
Chitinase	Q54276	Q54276_SERMA	Serratia marcescens	2	0.7364
Chitinase	Q54276	Q54276_SERMA	Serratia marcescens	2	0.7364
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	3	0.7314
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	3	0.7314
Glutathione S-transferase P	P09211	GSTP1_HUMAN	Homo sapiens	2	0.7279
Glutathione S-transferase P	P09211	GSTP1_HUMAN	Homo sapiens	2	0.7279
Dipeptidyl peptidase 4	P27487	DPP4_HUMAN	Homo sapiens	2	0.7251
Dipeptidyl peptidase 4	P27487	DPP4_HUMAN	Homo sapiens	2	0.7251
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	2	0.7241
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	2	0.7241
Abscisic acid receptor PYL3	Q9SSM7	PYL3_ARATH	Arabidopsis thaliana	3	0.7238
Abscisic acid receptor PYL3	Q9SSM7	PYL3_ARATH	Arabidopsis thaliana	3	0.7238
Streptogramin A acetyltransferase	P50870	VATD_ENTFC	Enterococcus faecium	3	0.7221
Streptogramin A acetyltransferase	P50870	VATD_ENTFC	Enterococcus faecium	3	0.7221
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7220
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7220
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7207
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7207
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7194
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7194
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	2	0.7184
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	2	0.7184
3-ketosteroid dehydrogenase	Q9RA02	Q9RA02_RHOER	Rhodococcus erythropolis	2	0.7170
3-ketosteroid dehydrogenase	Q9RA02	Q9RA02_RHOER	Rhodococcus erythropolis	2	0.7170
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	2	0.7162
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	2	0.7162
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.7132
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.7132
Prostaglandin reductase 2	Q8N8N7	PTGR2_HUMAN	Homo sapiens	2	0.7124
Prostaglandin reductase 2	Q8N8N7	PTGR2_HUMAN	Homo sapiens	2	0.7124
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7111
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7111
Aromatase	P11511	CP19A_HUMAN	Homo sapiens	3	0.7104
Aromatase	P11511	CP19A_HUMAN	Homo sapiens	3	0.7104
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	2	0.7044
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	2	0.7044

Download SDF