Methyl-7alpha,12beta-dihydroxysandaracopimarate - Compound Card

Methyl-7alpha,12beta-dihydroxysandaracopimarate

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Methyl-7alpha,12beta-dihydroxysandaracopimarate

Structure
Zoomed Structure
  • Family: Plantae - Cupressaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles COC(=O)[C@]1(C)CCC[C@]2(C1C[C@@H](O)C1=C[C@@]([C@@H](C[C@H]21)O)(C)C=C)C
InChI InChI=1S/C21H32O4/c1-6-19(2)12-13-14(10-17(19)23)20(3)8-7-9-21(4,18(24)25-5)16(20)11-15(13)22/h6,12,14-17,22-23H,1,7-11H2,2-5H3/t14-,15+,16?,17+,19+,20+,21+/m0/s1
InChIKey PEHMNBMSMKSSAA-FCHCZSSGSA-N
Formula C21H32O4
HBA 4
HBD 2
MW 348.48
Rotatable Bonds 2
TPSA 66.76
LogP 3.24
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.76
Exact Mass 348.23
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Juniperus phoenicea Cupressaceae Plantae 61308
2 Juniperus species Cupressaceae Plantae 13100
3 Juniperus thurifera Cupressaceae Plantae 177241

Showing of synonyms

  • Barrero AF, Quılez del Moral JF, et al. (2004). Oxygenated diterpenes and other constituents from Moroccan Juniperus phoenicea and Juniperus thurifera var. africana. Phytochemistry,2004,65,2507-2515. [View] [PubMed]
Pubchem: 162986299
Nmrshiftdb2: 60071534

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C=12)C3C(CC2)CCCC3

Level: 0

Mol. Weight: 348.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.49
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.470
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.47

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.680
Plasma Protein Binding
57.61
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
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.900
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.200
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.550
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.070
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
-3.330
Rat (Acute)
3.330
Rat (Chronic Oral)
2.050
Fathead Minnow
3.920
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
385.870
Hydration Free Energy
-6.560
Log(D) at pH=7.4
3.080
Log(P)
3.65
Log S
-4.01
Log(Vapor Pressure)
-6.84
Melting Point
148.35
pKa Acid
9.54
pKa Basic
5.55
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.9396
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.9396
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7928
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7928
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7862
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7862
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7791
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7791
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7650
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7650
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7557
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7557
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7506
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7506
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7493
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7493
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7451
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7451
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7333
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7333
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7315
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7315
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7315
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7315
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7308
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7308
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7149
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7149
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7094
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7094
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7081
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7081
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7057
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7057
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7001
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7001

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