Agrostophyllinone - Compound Card

Agrostophyllinone

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Agrostophyllinone

Structure
Zoomed Structure
  • Family: Plantae - Rutaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles C=C(C(C)C)CC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC=C1[C@H]2CC[C@@H]2[C@]1(C)CCC(=O)C2(C)C)C)C
InChI InChI=1S/C31H50O/c1-20(2)21(3)10-11-22(4)23-14-18-31(9)25-12-13-26-28(5,6)27(32)16-17-29(26,7)24(25)15-19-30(23,31)8/h15,20,22-23,25-26H,3,10-14,16-19H2,1-2,4-9H3/t22-,23-,25-,26+,29-,30-,31+/m1/s1
InChIKey CMUZBFSAENLNRV-NBNXUQIRSA-N
Formula C31H50O
HBA 1
HBD 0
MW 438.74
Rotatable Bonds 5
TPSA 17.07
LogP 8.79
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.84
Exact Mass 438.39
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Citrus × paradisi Rutaceae Plantae 37656

Showing of synonyms

  • Essombe Malolo FA, Bellier Tabekoueng G, et al. (2022). Chemical Constituents of the Stem Bark of the Hybrid Plant Citrus × paradisi Macfad. (Rutaceae).. Chemistry & biodiversity,2022, 19(7), e202101033. [View] [PubMed]
Pubchem: 12086789
Nmrshiftdb2: 60055452

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CC=C3C2CCC4C3CCC(=O)C4

Level: 0

Mol. Weight: 438.74 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.81
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.7
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.36

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.26
Plasma Protein Binding
95.42
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
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
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.82
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.78
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.4
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.57
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-51.47
Rat (Acute)
1.92
Rat (Chronic Oral)
1.43
Fathead Minnow
4.11
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
427.55
Hydration Free Energy
-3.15
Log(D) at pH=7.4
6.96
Log(P)
8.65
Log S
-6.64
Log(Vapor Pressure)
-7.26
Melting Point
145.47
pKa Acid
11.75
pKa Basic
6.33
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8969
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8706
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8655
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8547
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8503
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8438
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.8230
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8202
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8188
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8020
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7947
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7918
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7762
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7745
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7727
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7673
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 4 0.7601
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7508
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7380
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7371
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7355
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7321
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7254
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7246
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7183
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7174
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7172
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7155
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7136
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7101
Oxysterols receptor LXR-beta P55055 NR1H2_HUMAN Homo sapiens 4 0.7024

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