ANPDB

Select a section from the left sidebar

Bromosphaerone

Family: Plantae - Sphaerococcaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Bromoditerpene

Canonical Smiles	BrC[C@@]12CC[C@]3([C@H]([C@@H]2C(=O)C=C[C@H]1C(C)C)[C@](C)(O)[C@H](C[C@@H]3Br)O)C
InChI	InChI=1S/C20H30Br2O3/c1-11(2)12-5-6-13(23)16-17-18(3,7-8-20(12,16)10-21)14(22)9-15(24)19(17,4)25/h5-6,11-12,14-17,24-25H,7-10H2,1-4H3/t12-,14-,15-,16-,17-,18+,19+,20-/m0/s1
InChIKey	JGVFMEFXYFJJSK-KTPFSLFISA-N
Formula	C₂₀H₃₀Br₂O₃
HBA	3
HBD	2
MW	478.27
Rotatable Bonds	2
TPSA	57.53
LogP	4.09
Number Rings	3
Number Aromatic Rings	0
Heavy Atom Count	25
Formal Charge	0
Fraction CSP3	0.85
Exact Mass	476.06
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Sphaerococcus coronopifolius	Sphaerococcaceae	Plantae	31467

Showing of synonyms

Etahiri S, Bultel-Poncé V, et al. (2001). New bromoditerpenes from the red alga Sphaerococcus coronopifolius. Journal of Natural Products,2001,64(8),1024-1027. [View] [PubMed]

Pubchem: 11123637

Cas: 361344-22-1

Zinc: ZINC000042877164

Nmrshiftdb2: 70059590

Chembl: CHEMBL517311

No compound-protein relationship available.

SMILES: O=C1C=CCC2CCC(C3C12)CCCC3

Level: 0

Mol. Weight: 478.27 g/mol

Antibacterial

Absorption

Caco-2 (logPapp): -4.59
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.78
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.55

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.3
Plasma Protein Binding: 69.7
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: Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 10.55
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -0.43
Biodegradation: Safe
Carcinogenesis: Toxic
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.18
Liver Injury II: Safe
hERG Blockers: Safe
Daphnia Maga: 6.5
Micronucleos: Safe
NR-AhR: Safe
NR-AR: Toxic
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: 0.18
Rat (Acute): 2.68
Rat (Chronic Oral): 1.44
Fathead Minnow: 3.92
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: 412.82
Hydration Free Energy: -6.37
Log(D) at pH=7.4: 4.6
Log(P): 3.87
Log S: -4.65
Log(Vapor Pressure): -7.55
Melting Point: 193.57
pKa Acid: 8.24
pKa Basic: 4.74

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.9232
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.9232
Methionine aminopeptidase 2	P9WK19	MAP12_MYCTU	Mycobacterium tuberculosis	3	0.9125
Methionine aminopeptidase 2	P9WK19	MAP12_MYCTU	Mycobacterium tuberculosis	3	0.9125
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.8976
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.8976
Fatty acid-binding protein, liver	P80226	FABPL_CHICK	Gallus gallus	3	0.8912
Fatty acid-binding protein, liver	P80226	FABPL_CHICK	Gallus gallus	3	0.8912
Gastrotropin	P51161	FABP6_HUMAN	Homo sapiens	3	0.8692
Gastrotropin	P51161	FABP6_HUMAN	Homo sapiens	3	0.8692
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.8435
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.8435
Nuclear receptor subfamily 1 group I member 3	O35627	NR1I3_MOUSE	Mus musculus	3	0.8412
Nuclear receptor subfamily 1 group I member 3	O35627	NR1I3_MOUSE	Mus musculus	3	0.8412
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial	Q0QF01	SDHA_PIG	Sus scrofa	3	0.8342
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial	Q0QF01	SDHA_PIG	Sus scrofa	3	0.8342
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	2	0.8135
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	2	0.8135
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	3	0.8002
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	3	0.8002
Nuclear receptor subfamily 1 group I member 2	O75469	NR1I2_HUMAN	Homo sapiens	3	0.7829
Nuclear receptor subfamily 1 group I member 2	O75469	NR1I2_HUMAN	Homo sapiens	3	0.7829
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	2	0.7672
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	2	0.7672
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.7635
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.7635
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7578
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7578
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	2	0.7502
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	2	0.7502
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7485
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7485
Gastrotropin	Q6IMW5	Q6IMW5_DANRE	Danio rerio	2	0.7454
Gastrotropin	Q6IMW5	Q6IMW5_DANRE	Danio rerio	2	0.7454
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7408
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7408
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	2	0.7304
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	2	0.7304
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7271
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7271
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7219
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7219
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7120
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7120
3-alpha-hydroxysteroid dehydrogenase	P23457	DIDH_RAT	Rattus norvegicus	2	0.7110
3-alpha-hydroxysteroid dehydrogenase	P23457	DIDH_RAT	Rattus norvegicus	2	0.7110
Nuclear receptor ROR-gamma	P51449	RORG_HUMAN	Homo sapiens	2	0.7074
Nuclear receptor ROR-gamma	P51449	RORG_HUMAN	Homo sapiens	2	0.7074
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7032
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7032
Vitamin D3 dihydroxylase	P18326	CPXE_STRGO	Streptomyces griseolus	3	0.7001
Vitamin D3 dihydroxylase	P18326	CPXE_STRGO	Streptomyces griseolus	3	0.7001

Download SDF