3beta-hydroxy-13-epi-manool - Compound Card

3beta-hydroxy-13-epi-manool

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3beta-hydroxy-13-epi-manool

Structure
Zoomed Structure
  • Family: Plantae - Pinaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Abietane Diterpene
Canonical Smiles C=C[C@@](CC[C@H]1C(=C)CCC2[C@]1(C)CC[C@@H](C2(C)C)O)(O)C
InChI InChI=1S/C20H34O2/c1-7-19(5,22)12-10-15-14(2)8-9-16-18(3,4)17(21)11-13-20(15,16)6/h7,15-17,21-22H,1-2,8-13H2,3-6H3/t15-,16?,17-,19-,20+/m0/s1
InChIKey BPVLHHCARIEPNP-UEUTWACNSA-N
Formula C20H34O2
HBA 2
HBD 2
MW 306.49
Rotatable Bonds 4
TPSA 40.46
LogP 4.47
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 306.26
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: 162880530

No compound-protein relationship available.

Structure

SMILES: C=C(C1)CCC(C12)CCCC2

Level: 0

Mol. Weight: 306.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.56
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.34
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.73

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.67
Plasma Protein Binding
64.64
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
Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
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
14.21
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.94
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.58
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.82
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
-2.48
Rat (Acute)
2.55
Rat (Chronic Oral)
1.74
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
339.13
Hydration Free Energy
-3.47
Log(D) at pH=7.4
3.97
Log(P)
4.75
Log S
-4.67
Log(Vapor Pressure)
-5.68
Melting Point
103.1
pKa Acid
10.65
pKa Basic
7.83
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8917
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8917
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8793
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8793
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8621
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8621
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8575
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8575
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8498
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8498
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8301
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8301
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8234
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8234
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7986
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7986
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7907
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7907
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7905
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7905
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7848
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7848
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7812
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7812
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7738
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7738
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 4 0.7732
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 4 0.7732
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7665
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7665
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7610
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7610
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7527
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7527
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7377
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7377
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7370
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7370
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7362
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7362
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7313
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7313
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7302
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7302
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7262
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7262
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7126
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7126
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7119
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7119
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 3 0.7097
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 3 0.7097
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7076
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7076
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7061
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7061
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7049
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7049
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7042
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7042

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