3alpha-hydroxyilicic acid methyl ester - Compound Card

3alpha-hydroxyilicic acid methyl ester

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3alpha-hydroxyilicic acid methyl ester

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles COC(=O)C(=C)[C@@H]1CC[C@@]2([C@@H](C1)[C@H](O)[C@@H](CC2)O)C
InChI InChI=1S/C15H24O4/c1-9(14(18)19-3)10-4-6-15(2)7-5-12(16)13(17)11(15)8-10/h10-13,16-17H,1,4-8H2,2-3H3/t10-,11+,12-,13+,15+/m1/s1
InChIKey AHHXXSUWYCRPQZ-JYKNGBAOSA-N
Formula C15H24O4
HBA 4
HBD 2
MW 268.35
Rotatable Bonds 2
TPSA 66.76
LogP 1.65
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 268.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Dittrichia graveolens Asteraceae Plantae 1532790

Showing of synonyms

  • Abou-Douh AM (2008). New eudesmane derivatives and other sesquiterpenes from the epigeal parts of Dittrichia graveolens. Chemical and Pharmaceutical Bulletin,2008,56(11),1535-1545. [View] [PubMed]
Pubchem: 162816938
Nmrshiftdb2: 70056004

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C12)CCCC2

Level: 0

Mol. Weight: 268.35 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.75
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.280
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.83

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.400
Plasma Protein Binding
47.14
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
7.040
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.480
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.130
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.490
Micronucleos
Safe
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
-0.270
Rat (Acute)
2.900
Rat (Chronic Oral)
2.100
Fathead Minnow
3.920
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
343.150
Hydration Free Energy
-8.960
Log(D) at pH=7.4
1.550
Log(P)
2.17
Log S
-2.28
Log(Vapor Pressure)
-5.97
Melting Point
114.09
pKa Acid
9.29
pKa Basic
5.77
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 0.9109
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9109
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8945
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8945
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8803
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8803
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8771
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8771
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8672
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8672
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8283
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8283
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8137
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8137
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7837
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7837
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7578
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7578
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7514
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7514
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7459
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7459
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7424
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7424
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7414
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7414
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7290
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7290
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7244
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7244
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7243
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7243
Lactaldehyde dehydrogenase P25553 ALDA_ECOLI Escherichia coli 3 0.7183
Lactaldehyde dehydrogenase P25553 ALDA_ECOLI Escherichia coli 3 0.7183
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7109
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7109
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7092
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7092
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7070
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7070
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7066
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7066
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 3 0.7035
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 3 0.7035
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7031
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7031
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7015
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7015
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7006
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7006

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