O-methyl guaianediol - Compound Card

O-methyl guaianediol

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O-methyl guaianediol

Structure
Zoomed Structure
  • Family: Animalia - Podospongiidae
  • Kingdom: Animalia
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles CO[C@@]1(C)CCC(=C[C@@H]2[C@H]1CC[C@]2(C)O)C(C)C
InChI InChI=1S/C16H28O2/c1-11(2)12-6-9-16(4,18-5)13-7-8-15(3,17)14(13)10-12/h10-11,13-14,17H,6-9H2,1-5H3/t13-,14-,15+,16+/m1/s1
InChIKey PVUUUQKOVDHRBT-WCVJEAGWSA-N
Formula C16H28O2
HBA 2
HBD 1
MW 252.4
Rotatable Bonds 2
TPSA 29.46
LogP 3.54
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.88
Exact Mass 252.21
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Diacarnus erythraenus Podospongiidae Animalia 283431

Showing of synonyms

  • Youssef DT, Yoshida WY, et al. (2001). Cytotoxic cyclic norterpene peroxides from a Red Sea sponge Diacarnus erythraenus. Journal of Natural Products,2001,64(10),1332-1335. [View] [PubMed]
Pubchem: 9992410

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCCC=C2

Level: 0

Mol. Weight: 252.4 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp)
-4.58
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.110
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.78

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.560
Plasma Protein Binding
47.32
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
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
13.040
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.280
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.110
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.510
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
-0.470
Rat (Acute)
1.760
Rat (Chronic Oral)
1.460
Fathead Minnow
3.740
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
304.840
Hydration Free Energy
-3.580
Log(D) at pH=7.4
2.530
Log(P)
3.85
Log S
-3.46
Log(Vapor Pressure)
-3.01
Melting Point
103.22
pKa Acid
12.56
pKa Basic
7.8
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8843
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8843
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8555
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8555
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8314
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8314
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8287
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8287
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7559
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7559
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7434
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7434
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7414
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7414
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7406
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7406
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7296
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7296
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7114
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7114
Endoplasmin, putative Q8I0V4 Q8I0V4_PLAF7 Plasmodium falciparum 3 0.7098
Endoplasmin, putative Q8I0V4 Q8I0V4_PLAF7 Plasmodium falciparum 3 0.7098
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7068
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7068

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