6,8-diisoprenylaromadendrin - Compound Card

6,8-diisoprenylaromadendrin

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6,8-diisoprenylaromadendrin

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles CC(=C)/C=C/c1c2O[C@H](c3ccc(cc3)O)[C@H](C(=O)c2c(c(c1O)/C=C/C(=C)C)O)O
InChI InChI=1S/C25H24O6/c1-13(2)5-11-17-20(27)18(12-6-14(3)4)25-19(21(17)28)22(29)23(30)24(31-25)15-7-9-16(26)10-8-15/h5-12,23-24,26-28,30H,1,3H2,2,4H3/b11-5+,12-6+/t23-,24+/m0/s1
InChIKey PTMBPUUEWXFDLA-CXWGIECQSA-N
Formula C25H24O6
HBA 6
HBD 4
MW 420.46
Rotatable Bonds 5
TPSA 107.22
LogP 4.66
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.16
Exact Mass 420.16
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Macaranga hurifolia Euphorbiaceae Plantae 396461

Showing of synonyms

  • Pagna JI M, Awazi T, et al. (2022). Antibacterial flavonoids from the fruits of Macaranga hurifolia.. Journal of Asian natural products research,2022, 24(11), 1041-1051. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)OC(CC2=O)c3ccccc3

Level: 1

Mol. Weight: 420.46 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 420.46 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 420.46 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.33
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.9
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.1

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.05
Plasma Protein Binding
92.47
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
Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.45
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.21
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.66
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.06
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
-25.65
Rat (Acute)
2.5
Rat (Chronic Oral)
3.65
Fathead Minnow
5.22
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
493.51
Hydration Free Energy
-5.63
Log(D) at pH=7.4
3.62
Log(P)
4.91
Log S
-5.87
Log(Vapor Pressure)
-9.47
Melting Point
188.33
pKa Acid
6.6
pKa Basic
4.52
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9196
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 5 0.8925
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8897
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8822
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8758
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8637
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8591
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8512
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8464
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8463
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.8454
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8391
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 5 0.8382
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8117
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8078
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7898
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.7849
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7830
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.7818
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7813
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7804
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7786
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7687
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7681
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7547
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7546
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7455
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7352
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7342
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7312
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7311
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7309
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7282
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.7245
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7243
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7215
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7197
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7197
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7166
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7164
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7153
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7152
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7136
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 4 0.7099
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7033
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7017
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 4 0.7005

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