10-epicubebol methyl ether - Compound Card

10-epicubebol methyl ether

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10-epicubebol methyl ether

Structure
Zoomed Structure
  • Family: Animalia - Alcyoniidae
  • Kingdom: Animalia
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles COC1CC(C2C31[C@H](C)CC[C@H]([C@H]23)C(C)C)(C)O
InChI InChI=1S/C16H28O2/c1-9(2)11-7-6-10(3)16-12(18-5)8-15(4,17)14(16)13(11)16/h9-14,17H,6-8H2,1-5H3/t10-,11+,12?,13-,14?,15?,16?/m1/s1
InChIKey GLVOQTSOSGZBGN-NVCWNPALSA-N
Formula C16H28O2
HBA 2
HBD 1
MW 252.4
Rotatable Bonds 2
TPSA 29.46
LogP 3.09
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 1.0
Exact Mass 252.21
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Sarcophyton glaucum Alcyoniidae Animalia 70919

Showing of synonyms

  • Shaaban M, Yassin F. Y, et al. (2021). Calamusins J-K: new anti-angiogenic sesquiterpenes from Sarcophyton glaucum. Nat Prod Res, 2021, 35(24), 5720-5731.. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCC(C123)C2CCCC3

Level: 0

Mol. Weight: 252.4 g/mol

Anti-angiogenic
Anti-proliferative

Absorption

Caco-2 (logPapp)
-4.53
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.300
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.62

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.640
Plasma Protein Binding
36.77
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
19.790
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.280
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.150
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.680
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
1.210
Rat (Acute)
1.870
Rat (Chronic Oral)
1.220
Fathead Minnow
3.820
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
285.690
Hydration Free Energy
-2.270
Log(D) at pH=7.4
3.370
Log(P)
4.06
Log S
-3.72
Log(Vapor Pressure)
-3.43
Melting Point
121.69
pKa Acid
11.48
pKa Basic
8.4
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 0.8497
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7603
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7415
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7374
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7286
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7200
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7191
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7025
Endoplasmin, putative Q8I0V4 Q8I0V4_PLAF7 Plasmodium falciparum 3 0.7016
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7014

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