9-hydroxy-7,8-dehydrosarcotrocheliol - Compound Card

9-hydroxy-7,8-dehydrosarcotrocheliol

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9-hydroxy-7,8-dehydrosarcotrocheliol

Structure
Zoomed Structure
  • Family: Animalia - Alcyoniidae
  • Kingdom: Animalia
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles C/C/1=C/[C@@H]2O[C@](C)(CC[C@H]2C(C)C)[C@H](C/C=C(/[C@@H](CC1)O)\C)O
InChI InChI=1S/C20H34O3/c1-13(2)16-10-11-20(5)19(22)9-7-15(4)17(21)8-6-14(3)12-18(16)23-20/h7,12-13,16-19,21-22H,6,8-11H2,1-5H3/b14-12-,15-7+/t16-,17+,18-,19-,20+/m0/s1
InChIKey LELVBVVCUBZZTB-LYRMCCLLSA-N
Formula C20H34O3
HBA 3
HBD 2
MW 322.49
Rotatable Bonds 1
TPSA 49.69
LogP 3.99
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 322.25
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Sarcophyton trocheliophorum Alcyoniidae Animalia 205097

Showing of synonyms

  • Hamed A, Issa M.Y, et al. (2019). Crystal structure and configuration revision of 9-hydroxy-7,8-dehydro-sarcotrocheliol and sarcotrocheliol. Nat Prod Res, 2019,33(20), 3029-3032.. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C12CCCC(O2)CCC=CCCCC=C1

Level: 0

Mol. Weight: 322.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.67
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.37
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.61

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.6
Plasma Protein Binding
54.11
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
10.63
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.29
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.6
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.83
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
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
-2.24
Rat (Acute)
2.09
Rat (Chronic Oral)
1.6
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
366.32
Hydration Free Energy
-6.94
Log(D) at pH=7.4
3.01
Log(P)
4.62
Log S
-3.5
Log(Vapor Pressure)
-6.06
Melting Point
122.72
pKa Acid
11.64
pKa Basic
7.15
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8546
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8286
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.7831
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7633
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7315
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7206
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7176

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