Umbellactal - Compound Card

Umbellactal

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Umbellactal

Structure
Zoomed Structure
  • Family: Animalia - Xeniidae
  • Kingdom: Animalia
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles O=C/C(=C\C=C\C(O)(C)C)/[C@H]1CC[C@@]2([C@]3([C@@H]1COC3=O)CC[C@H]2O)C
InChI InChI=1S/C20H28O5/c1-18(2,24)8-4-5-13(11-21)14-6-9-19(3)16(22)7-10-20(19)15(14)12-25-17(20)23/h4-5,8,11,14-16,22,24H,6-7,9-10,12H2,1-3H3/b8-4+,13-5+/t14-,15-,16-,19+,20+/m1/s1
InChIKey MINYUKIOXDRRRQ-TUYSROFKSA-N
Formula C20H28O5
HBA 5
HBD 2
MW 348.44
Rotatable Bonds 4
TPSA 83.83
LogP 2.17
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.7
Exact Mass 348.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Xenia umbellata Xeniidae Animalia 1366487

Showing of synonyms

  • El-Gamal AAH, Wang S-K, et al. (2005). Umbellactal, a novel diterpenoid from the Formosan soft coral Xenia umbellate. Tetrahedron Letters,2005,46,6095-6096. [View]
Pubchem: 101745876
Nmrshiftdb2: 70087451

No compound-protein relationship available.

Structure

SMILES: C1CCC(C123)CCCC3COC2=O

Level: 0

Mol. Weight: 348.44 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.760
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.04

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.600
Plasma Protein Binding
54.02
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
Non-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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
3.910
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.810
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.420
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.550
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Toxic
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-3.490
Rat (Acute)
5.910
Rat (Chronic Oral)
1.550
Fathead Minnow
3.940
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
424.610
Hydration Free Energy
-6.830
Log(D) at pH=7.4
1.490
Log(P)
1.78
Log S
-3.11
Log(Vapor Pressure)
-7.16
Melting Point
168.2
pKa Acid
6.53
pKa Basic
5.07
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8558
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8558
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8207
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8207
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.8163
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.8163
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8068
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8068
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7507
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7507
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7468
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7468
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7453
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7453
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7433
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7433
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7385
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7385
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7249
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7249
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7246
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7246
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7220
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7220
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7170
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7170
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7088
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7088
Mycinamicin VI 2''-O-methyltransferase Q83WF2 MYCE_MICGR Micromonospora griseorubida 4 0.7031
Mycinamicin VI 2''-O-methyltransferase Q83WF2 MYCE_MICGR Micromonospora griseorubida 4 0.7031
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7023
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7023

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