9alpha,13alpha-epidioxiabiet-8(14)-en-18-ol - Compound Card

9alpha,13alpha-epidioxiabiet-8(14)-en-18-ol

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9alpha,13alpha-epidioxiabiet-8(14)-en-18-ol

Structure
Zoomed Structure
  • Family: Plantae - Pinaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Abietane Diterpene
Canonical Smiles OC[C@]1(C)CCC[C@]2(C1CCC1=C[C@@]3(CC[C@]21OO3)C(C)C)C
InChI InChI=1S/C20H32O3/c1-14(2)19-10-11-20(23-22-19)15(12-19)6-7-16-17(3,13-21)8-5-9-18(16,20)4/h12,14,16,21H,5-11,13H2,1-4H3/t16?,17-,18-,19-,20+/m0/s1
InChIKey NVECILAMICWAEO-SHFWLMCQSA-N
Formula C20H32O3
HBA 3
HBD 1
MW 320.47
Rotatable Bonds 2
TPSA 38.69
LogP 4.4
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 320.24
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cedrus atlantica Pinaceae Plantae 123597

Showing of synonyms

  • Barrero AF, Quílez del Moral JF, et al. (2005). Abietane diterpenes from the cones of Cedrus atlantica. Phytochemistry,2005,66(1),105-111. [View] [PubMed]
Pubchem: 11381632

No compound-protein relationship available.

Structure

SMILES: C1CC(OO2)C=C(C123)CCC4C3CCCC4

Level: 0

Mol. Weight: 320.47 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.62
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.4
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.8

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.85
Plasma Protein Binding
51.02
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
Non-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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
21.22
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.41
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.89
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
4.25
Micronucleos
Safe
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
-1.77
Rat (Acute)
1.83
Rat (Chronic Oral)
1.15
Fathead Minnow
3.91
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
356.34
Hydration Free Energy
-3.72
Log(D) at pH=7.4
3.81
Log(P)
4.72
Log S
-4.64
Log(Vapor Pressure)
-5.99
Melting Point
126.34
pKa Acid
11.16
pKa Basic
7.54
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8431
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8431
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7704
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7704
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7591
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7591
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7509
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7509
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7406
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7406
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7397
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7397
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7342
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7342
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7333
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7333
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7279
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7279
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7228
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7228
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7226
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7226
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7144
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7144
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7144
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7144
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7116
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7116
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7054
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7054

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