ANPDB

Select a section from the left sidebar

Delta5-avenasterol

Family: Plantae - Ulvaceae
Kingdom: Plantae
Class: Steroid
- Subclass: Phytosterol

Canonical Smiles	C/C=C(\C(C)C)/CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2)O)C
InChI	InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7-/t20-,23+,24+,25-,26+,27+,28+,29-/m1/s1
InChIKey	OSELKOCHBMDKEJ-WGMIZEQOSA-N
Formula	C₂₉H₄₈O
HBA	1
HBD	1
MW	412.7
Rotatable Bonds	5
TPSA	20.23
LogP	7.94
Number Rings	4
Number Aromatic Rings	0
Heavy Atom Count	30
Formal Charge	0
Fraction CSP3	0.86
Exact Mass	412.37
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Campanula medium	Campanulaceae	Plantae	56154
2	Ulva lactuca	Ulvaceae	Plantae	63410

Showing of synonyms

Assiri AMA, Ramadan MF, et al. (2014). Bioactive compounds and antiradical potential of Campanula medium lipids.. Chemistry of Natural Compounds,2014,50(6),1088-1091. [View]
El Ashry ESH, Rahman AU, et al. (2011). Studies on the constituents of the green alga Ulva lactuca. Chemistry of Natural Compounds,2011,47(3),335-338. [View]

Pubchem: 5281326

Cas: 481-14-1

Zinc: ZINC000004097812

Kegg Ligand: C08821

Chebi: 28604

Nmrshiftdb2: 60018487

Metabolights: MTBLC28604

Chembl: CHEMBL1836654

CPRiL: 429329

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCCC4

Level: 0

Mol. Weight: 412.7 g/mol

Antiradical potential

Absorption

Caco-2 (logPapp): -4.84
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.5
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.91

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.8
Plasma Protein Binding: 83.01
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: Substrate
CYP 2C9 Inhibitor: Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 7.83
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 1.26
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.45
Liver Injury II: Safe
hERG Blockers: Toxic
Daphnia Maga: 6.31
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: Toxic
T. Pyriformis: -33.66
Rat (Acute): 2.23
Rat (Chronic Oral): 1.87
Fathead Minnow: 3.98
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: 404.3
Hydration Free Energy: -3.82
Log(D) at pH=7.4: 6.18
Log(P): 8.27
Log S: -6.82
Log(Vapor Pressure): -7.2
Melting Point: 136.05
pKa Acid: 13.47
pKa Basic: 8.04

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
3-alpha-hydroxysteroid dehydrogenase	P23457	DIDH_RAT	Rattus norvegicus	3	0.9385
3-alpha-hydroxysteroid dehydrogenase	P23457	DIDH_RAT	Rattus norvegicus	3	0.9385
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9332
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9332
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9271
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9271
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9206
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9206
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9166
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9166
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9120
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9120
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9096
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9096
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.9070
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.9070
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.9008
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.9008
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8836
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8836
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8677
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8677
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8651
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8651
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8651
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8651
Nuclear receptor subfamily 1 group I member 3	O35627	NR1I3_MOUSE	Mus musculus	3	0.8602
Nuclear receptor subfamily 1 group I member 3	O35627	NR1I3_MOUSE	Mus musculus	3	0.8602
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8512
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8512
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.8327
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.8327
Nuclear receptor ROR-alpha	P35398	RORA_HUMAN	Homo sapiens	5	0.8309
Nuclear receptor ROR-alpha	P35398	RORA_HUMAN	Homo sapiens	5	0.8309
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.8107
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.8107
Beta-elicitin cryptogein	P15570	ELIB_PHYCR	Phytophthora cryptogea	4	0.7935
Beta-elicitin cryptogein	P15570	ELIB_PHYCR	Phytophthora cryptogea	4	0.7935
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	3	0.7843
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	3	0.7843
Retinol-binding protein 1	P02696	RET1_RAT	Rattus norvegicus	3	0.7797
Retinol-binding protein 1	P02696	RET1_RAT	Rattus norvegicus	3	0.7797
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.7795
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.7795
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7753
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7753
Oxysterols receptor LXR-beta	P55055	NR1H2_HUMAN	Homo sapiens	4	0.7745
Oxysterols receptor LXR-beta	P55055	NR1H2_HUMAN	Homo sapiens	4	0.7745
Nuclear receptor ROR-gamma	P51449	RORG_HUMAN	Homo sapiens	4	0.7723
Nuclear receptor ROR-gamma	P51449	RORG_HUMAN	Homo sapiens	4	0.7723
Lanosterol 14-alpha-demethylase	Q385E8	Q385E8_TRYB2	Trypanosoma brucei brucei	4	0.7716
Lanosterol 14-alpha-demethylase	Q385E8	Q385E8_TRYB2	Trypanosoma brucei brucei	4	0.7716
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	3	0.7664
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	3	0.7664
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7619
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7619
Japanin	M1MR49	M1MR49_RHIAP	Rhipicephalus appendiculatus	5	0.7562
Japanin	M1MR49	M1MR49_RHIAP	Rhipicephalus appendiculatus	5	0.7562
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7560
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7560
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7484
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7484
Fatty acid-binding protein, liver	P80226	FABPL_CHICK	Gallus gallus	3	0.7442
Fatty acid-binding protein, liver	P80226	FABPL_CHICK	Gallus gallus	3	0.7442
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	3	0.7304
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	3	0.7304
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7301
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7301
Beta-elicitin cinnamomin	P15569	ELIB_PHYCI	Phytophthora cinnamomi	4	0.7289
Beta-elicitin cinnamomin	P15569	ELIB_PHYCI	Phytophthora cinnamomi	4	0.7289
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7287
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7287
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	3	0.7257
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	3	0.7257
Soluble cytochrome b562	P0ABE7	C562_ECOLX	Escherichia coli	4	0.7249
Soluble cytochrome b562	P0ABE7	C562_ECOLX	Escherichia coli	4	0.7249
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	2	0.7233
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	2	0.7233
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	3	0.7207
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	3	0.7207
NPC intracellular cholesterol transporter 1	O15118	NPC1_HUMAN	Homo sapiens	3	0.7202
NPC intracellular cholesterol transporter 1	O15118	NPC1_HUMAN	Homo sapiens	3	0.7202
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.7185
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.7185
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	3	0.7151
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	3	0.7151
11-beta-hydroxysteroid dehydrogenase 1	P50172	DHI1_MOUSE	Mus musculus	3	0.7138
11-beta-hydroxysteroid dehydrogenase 1	P50172	DHI1_MOUSE	Mus musculus	3	0.7138
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7095
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7095

Download SDF