Cis-3,4-dihydroxy-3,4-dihydromollugin - Compound Card

Cis-3,4-dihydroxy-3,4-dihydromollugin

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Cis-3,4-dihydroxy-3,4-dihydromollugin

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Naphthohydroquinone
Canonical Smiles COC(=O)c1c(O)c2ccccc2c2c1[C@@H](O)[C@H](C(O2)(C)C)O
InChI InChI=1S/C17H18O6/c1-17(2)15(20)13(19)10-11(16(21)22-3)12(18)8-6-4-5-7-9(8)14(10)23-17/h4-7,13,15,18-20H,1-3H3/t13-,15-/m1/s1
InChIKey ZNHMFNWRNCFYHA-UKRRQHHQSA-N
Formula C17H18O6
HBA 6
HBD 3
MW 318.33
Rotatable Bonds 1
TPSA 96.22
LogP 1.9
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.35
Exact Mass 318.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pentas longiflora Rubiaceae Plantae 387060

Showing of synonyms

  • Bukuru J, De Kimpe N, et al. (2003). Isolation and structural elucidation of natural products from Pentas bussei K. Krause, Pentas lanceolata (Forsk.) Deflers and Pentas parvifolia Hiern (Rubiaceae). Ph.D. Thesis, University of Ghent, Faculty of Bioscience Engineering, Belgium,2003. [View] [PubMed]
Pubchem: 21586564

No compound-protein relationship available.

Structure

SMILES: O1CCCc(c1c23)ccc2cccc3

Level: 0

Mol. Weight: 318.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.03
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.570
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.86

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.160
Plasma Protein Binding
79.57
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
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.780
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.540
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.160
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.890
Micronucleos
Toxic
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
1.330
Rat (Acute)
2.460
Rat (Chronic Oral)
3.150
Fathead Minnow
4.080
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
398.590
Hydration Free Energy
-11.800
Log(D) at pH=7.4
2.490
Log(P)
2.84
Log S
-3.82
Log(Vapor Pressure)
-7.08
Melting Point
178.97
pKa Acid
6.83
pKa Basic
3.36
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8485
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8485
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7894
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7894
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7873
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7873
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7662
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7662
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7471
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7471
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7341
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7341
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7318
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7318
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7247
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7247
Prothrombin P00734 THRB_HUMAN Homo sapiens 4 0.7207
Prothrombin P00734 THRB_HUMAN Homo sapiens 4 0.7207
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7191
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7191
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7191
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7191
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7160
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7160
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7098
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7098
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7014
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7014
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 2 0.7002
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 2 0.7002

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