Gorgostan-5,25-dien-3beta-ol - Compound Card

Gorgostan-5,25-dien-3beta-ol

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Gorgostan-5,25-dien-3beta-ol

Structure
Zoomed Structure
  • Family: Animalia - Alcyoniidae
  • Kingdom: Animalia
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles O[C@H]1CC[C@]2(C(C1)C=CC1C2CC[C@]2(C1CC[C@@H]2[C@@H]([C@H]1C[C@]1(C)[C@@H](C(=C)C)C)C)C)C
InChI InChI=1S/C30H48O/c1-18(2)20(4)30(7)17-27(30)19(3)24-10-11-25-23-9-8-21-16-22(31)12-14-28(21,5)26(23)13-15-29(24,25)6/h8-9,19-27,31H,1,10-17H2,2-7H3/t19-,20+,21?,22-,23?,24+,25?,26?,27+,28-,29+,30+/m0/s1
InChIKey KIQDJRRLQMCXRH-IEOQLABRSA-N
Formula C30H48O
HBA 1
HBD 1
MW 424.71
Rotatable Bonds 4
TPSA 20.23
LogP 7.66
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.87
Exact Mass 424.37
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Lobophytum lobophytum Alcyoniidae Animalia 205095

Showing of synonyms

  • Hegazy M.E, Mohamed T.A, et al. (2015). A new steroid from the Red Sea soft coral Lobophytum lobophytum. Natural Product Research, 2015, 30(3), 340–344.. [View] [PubMed]
CPRiL: 182580
Structure

SMILES: C1CC1CC(CC2)C(C23)CCC4C3C=CC5C4CCCC5

Level: 1

Mol. Weight: 424.71 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2C=CC4C3CCCC4

Level: 0

Mol. Weight: 424.71 g/mol

Structure

SMILES: C1CC1

Level: 0

Mol. Weight: 424.71 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.79
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.55
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.52

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.9
Plasma Protein Binding
77.77
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
11.2
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.34
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
2.16
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.29
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
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
-62.15
Rat (Acute)
2.1
Rat (Chronic Oral)
1.63
Fathead Minnow
4.05
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
406.05
Hydration Free Energy
-3.07
Log(D) at pH=7.4
7.21
Log(P)
8.83
Log S
-7.52
Log(Vapor Pressure)
-7.47
Melting Point
184.6
pKa Acid
12.87
pKa Basic
8.55
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9345
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9279
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9260
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9233
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9129
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.9116
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9091
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9050
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8992
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8882
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8840
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8810
Oxysterols receptor LXR-beta P55055 NR1H2_HUMAN Homo sapiens 4 0.8739
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8707
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8667
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8573
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8246
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8067
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8045
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7978
Japanin M1MR49 M1MR49_RHIAP Rhipicephalus appendiculatus 5 0.7957
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7771
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 4 0.7684
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7420
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7395
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7357
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7323
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7287
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7278
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7220
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7084
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 5 0.7056
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7042
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7006

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