7alpha-methoxyrosmanol - Compound Card

7alpha-methoxyrosmanol

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7alpha-methoxyrosmanol

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Phenolic Diterpene
Canonical Smiles CO[C@@H]1C2OC(=O)C3(C2C(C)(C)CCC3)c2c1cc(C(C)C)c(c2O)O
InChI InChI=1S/C21H28O5/c1-10(2)11-9-12-13(15(23)14(11)22)21-8-6-7-20(3,4)18(21)17(16(12)25-5)26-19(21)24/h9-10,16-18,22-23H,6-8H2,1-5H3/t16-,17?,18?,21?/m0/s1
InChIKey XNPVHIQPSAZTLC-GUYFDXGHSA-N
Formula C21H28O5
HBA 5
HBD 2
MW 360.45
Rotatable Bonds 2
TPSA 75.99
LogP 3.91
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.67
Exact Mass 360.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Salvia officinalis Lamiaceae Plantae 38868

Showing of synonyms

  • Sallam A, Mira A, et al. (2016). Acetylcholine esterase inhibitors and melanin synthesis inhibitors from Salvia officinalis.. Phytomedicine : international journal of phytotherapy and phytopharmacology, 2016, 23(10), 1005-11. [View] [PubMed]
CPRiL: 322353
Structure

SMILES: C1CCCC(C123)C(OC2=O)Cc4c3cccc4

Level: 0

Mol. Weight: 360.45 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.55
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.640
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.7

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.720
Plasma Protein Binding
39.24
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
14.810
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.900
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.510
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.910
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-0.390
Rat (Acute)
2.320
Rat (Chronic Oral)
2.510
Fathead Minnow
4.360
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
382.550
Hydration Free Energy
-7.440
Log(D) at pH=7.4
3.340
Log(P)
3.43
Log S
-4.65
Log(Vapor Pressure)
-6.93
Melting Point
152.64
pKa Acid
7.97
pKa Basic
5.37
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 4 0.7114

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