ANPDB

Select a section from the left sidebar

Megalocarpoidolide G

Family: Plantae - Euphorbiaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Diterpenoid

Canonical Smiles	COC(=O)[C@@]12CC=C([C@@]3([C@H]1CCC(=O)[C@@]2(O)C(=O)OC)C[C@H](OC3=O)c1cocc1)C
InChI	InChI=1S/C22H24O9/c1-12-6-8-21(18(25)28-2)15(4-5-16(23)22(21,27)19(26)29-3)20(12)10-14(31-17(20)24)13-7-9-30-11-13/h6-7,9,11,14-15,27H,4-5,8,10H2,1-3H3/t14-,15+,20+,21+,22+/m0/s1
InChIKey	BPHIWZWKPGDBFM-KYLVEWQQSA-N
Formula	C₂₂H₂₄O₉
HBA	9
HBD	1
MW	432.43
Rotatable Bonds	3
TPSA	129.34
LogP	1.65
Number Rings	4
Number Aromatic Rings	1
Heavy Atom Count	31
Formal Charge	0
Fraction CSP3	0.55
Exact Mass	432.14
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Croton megalocarpoides	Euphorbiaceae	Plantae	1704624

Showing of synonyms

Ndunda B, Langat MK, et al. (2016). New ent-Clerodane and Abietane Diterpenoids from the Roots of Kenyan Croton megalocarpoides Friis and M. G. Gilbert.. Planta Med,2016,82(11-12),1079-1086. [View] [PubMed]

No compound-protein relationship available.

SMILES: c1occc1C(C2)OC(=O)C23C4C(CC=C3)CC(=O)CC4

Level: 1

Mol. Weight: 432.43 g/mol

SMILES: C1COC(=O)C12C3C(CC=C2)CC(=O)CC3

Level: 0

Mol. Weight: 432.43 g/mol

SMILES: c1ccoc1

Level: 0

Mol. Weight: 432.43 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.07
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.840
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.57

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.670
Plasma Protein Binding: 55.03
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: 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: Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 8.480
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -0.460
Biodegradation: Safe
Carcinogenesis: Toxic
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.200
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 7.270
Micronucleos: Toxic
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: -63.980
Rat (Acute): 4.370
Rat (Chronic Oral): 2.790
Fathead Minnow: 4.020
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 421.250
Hydration Free Energy: -2.990
Log(D) at pH=7.4: 1.790
Log(P): 1.64
Log S: -3.77
Log(Vapor Pressure): -8.81
Melting Point: 214.75
pKa Acid: 5.22
pKa Basic: 3.75

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8872
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8872
Integrin alpha-L	P20701	ITAL_HUMAN	Homo sapiens	3	0.8791
Integrin alpha-L	P20701	ITAL_HUMAN	Homo sapiens	3	0.8791
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.8571
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.8571
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.8041
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.8041
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7977
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7977
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.7831
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.7831
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7629
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7629
Probable esterase KAI2	Q9SZU7	KAI2_ARATH	Arabidopsis thaliana	3	0.7621
Probable esterase KAI2	Q9SZU7	KAI2_ARATH	Arabidopsis thaliana	3	0.7621
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7594
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7594
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	2	0.7526
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	2	0.7526
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7523
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7523
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	2	0.7511
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	2	0.7511
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7479
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7479
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7468
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7468
Lethal(3)malignant brain tumor-like protein 1	Q9Y468	LMBL1_HUMAN	Homo sapiens	3	0.7432
Lethal(3)malignant brain tumor-like protein 1	Q9Y468	LMBL1_HUMAN	Homo sapiens	3	0.7432
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	2	0.7353
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	2	0.7353
2-phospho-L-lactate transferase	Q8PVT6	COFD_METMA	Methanosarcina mazei	2	0.7339
2-phospho-L-lactate transferase	Q8PVT6	COFD_METMA	Methanosarcina mazei	2	0.7339
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7305
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7305
Cytochrome P450	Q93H81	Q93H81_STRAX	Streptomyces avermitilis	3	0.7298
Cytochrome P450	Q93H81	Q93H81_STRAX	Streptomyces avermitilis	3	0.7298
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	2	0.7294
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	2	0.7294
Prostaglandin reductase 2	Q8N8N7	PTGR2_HUMAN	Homo sapiens	2	0.7259
Prostaglandin reductase 2	Q8N8N7	PTGR2_HUMAN	Homo sapiens	2	0.7259
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7231
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7231
2-phospho-L-lactate transferase	Q8PVT6	COFD_METMA	Methanosarcina mazei	2	0.7220
2-phospho-L-lactate transferase	Q8PVT6	COFD_METMA	Methanosarcina mazei	2	0.7220
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	2	0.7141
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	2	0.7141
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	2	0.7121
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	2	0.7121
Rhodopsin	P02699	OPSD_BOVIN	Bos taurus	2	0.7080
Rhodopsin	P02699	OPSD_BOVIN	Bos taurus	2	0.7080
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	2	0.7076
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	2	0.7076
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7054
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7054
Jasmonoyl--L-amino acid synthetase JAR1	Q9SKE2	JAR1_ARATH	Arabidopsis thaliana	3	0.7034
Jasmonoyl--L-amino acid synthetase JAR1	Q9SKE2	JAR1_ARATH	Arabidopsis thaliana	3	0.7034
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	2	0.7030
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	2	0.7030
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7023
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7023

Download SDF