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Ionylideneacetic acid

Family: Fungi - Hymenochaetaceae
Kingdom: Fungi
Class: Terpenoid
- Subclass: Sesquiterpene

Canonical Smiles	OC(=O)/C=C(/C=C/[C@@H]1C(=C)CCCC1(C)C)\C
InChI	InChI=1S/C15H22O2/c1-11(10-14(16)17)7-8-13-12(2)6-5-9-15(13,3)4/h7-8,10,13H,2,5-6,9H2,1,3-4H3,(H,16,17)/b8-7+,11-10+/t13-/m1/s1
InChIKey	NPLQKYGNQZPTFE-SRCUDEOCSA-N
Formula	C₁₅H₂₂O₂
HBA	1
HBD	1
MW	234.34
Rotatable Bonds	3
TPSA	37.3
LogP	3.96
Number Rings	1
Number Aromatic Rings	0
Heavy Atom Count	17
Formal Charge	0
Fraction CSP3	0.53
Exact Mass	234.16
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Sanghuangporus sp.	Hymenochaetaceae	Fungi	2267874

Showing of synonyms

Chepkirui C, Cheng T, et al. (2018). An unprecedented spiro [furan-2,1’-indene]-3-one derivative and other nematicidal and antimicrobial metabolites from Sanghuangporus sp. (Hymenochaetaceae, Basidiomycota) collected in Kenya. Phytochemistry Letters,2018,25,141-146.. [View] [PubMed]

Pubchem: 137333515

Nmrshiftdb2: 70108079

No compound-protein relationship available.

SMILES: C=C1CCCCC1

Level: 0

Mol. Weight: 234.34 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.43
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.41
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.54

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.88
Plasma Protein Binding: 72.06
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: 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: 0.9
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 0.72
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 0.34
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 3.11
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: 2.66
Rat (Acute): 2.56
Rat (Chronic Oral): 1.8
Fathead Minnow: 4.27
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: 305.15
Hydration Free Energy: -5.88
Log(D) at pH=7.4: 1.22
Log(P): 4.8
Log S: -4.27
Log(Vapor Pressure): -5.16
Melting Point: 130.43
pKa Acid: 5.81
pKa Basic: 6.17

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.9011
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.9011
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	3	0.8817
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	3	0.8817
Methylketone synthase I	E0YCS2	E0YCS2_SOLHA	Solanum habrochaites	3	0.8722
Methylketone synthase I	E0YCS2	E0YCS2_SOLHA	Solanum habrochaites	3	0.8722
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.8638
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.8638
Prostaglandin reductase 2	Q8N8N7	PTGR2_HUMAN	Homo sapiens	3	0.8558
Prostaglandin reductase 2	Q8N8N7	PTGR2_HUMAN	Homo sapiens	3	0.8558
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.8392
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.8392
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8386
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8386
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.8151
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.8151
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.8133
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.8133
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8021
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8021
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.7939
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.7939
Abscisic acid receptor PYL2	O80992	PYL2_ARATH	Arabidopsis thaliana	3	0.7875
Abscisic acid receptor PYL2	O80992	PYL2_ARATH	Arabidopsis thaliana	3	0.7875
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7843
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7843
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7792
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7792
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7757
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7757
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	3	0.7715
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	3	0.7715
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7652
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7652
Vitamin D3 dihydroxylase	P18326	CPXE_STRGO	Streptomyces griseolus	3	0.7632
Vitamin D3 dihydroxylase	P18326	CPXE_STRGO	Streptomyces griseolus	3	0.7632
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	3	0.7627
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	3	0.7627
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	2	0.7516
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	2	0.7516
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7495
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7495
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7470
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7470
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7469
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7469
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7454
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7454
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7444
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7444
Vitamin D3 dihydroxylase	P18326	CPXE_STRGO	Streptomyces griseolus	3	0.7441
Vitamin D3 dihydroxylase	P18326	CPXE_STRGO	Streptomyces griseolus	3	0.7441
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	3	0.7430
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	3	0.7430
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7407
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7407
Abscisic acid receptor PYR1	O49686	PYR1_ARATH	Arabidopsis thaliana	3	0.7367
Abscisic acid receptor PYR1	O49686	PYR1_ARATH	Arabidopsis thaliana	3	0.7367
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7352
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7352
3-ketosteroid dehydrogenase	Q9RA02	Q9RA02_RHOER	Rhodococcus erythropolis	3	0.7327
3-ketosteroid dehydrogenase	Q9RA02	Q9RA02_RHOER	Rhodococcus erythropolis	3	0.7327
Rhodopsin	P02699	OPSD_BOVIN	Bos taurus	2	0.7298
Rhodopsin	P02699	OPSD_BOVIN	Bos taurus	2	0.7298
Aldo-keto reductase family 1 member C1	Q04828	AK1C1_HUMAN	Homo sapiens	2	0.7270
Aldo-keto reductase family 1 member C1	Q04828	AK1C1_HUMAN	Homo sapiens	2	0.7270
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	2	0.7245
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	2	0.7245
Mineralocorticoid receptor	P08235	MCR_HUMAN	Homo sapiens	3	0.7234
Mineralocorticoid receptor	P08235	MCR_HUMAN	Homo sapiens	3	0.7234
Avidin	P02701	AVID_CHICK	Gallus gallus	2	0.7225
Avidin	P02701	AVID_CHICK	Gallus gallus	2	0.7225
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7194
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7194
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7168
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7168
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7145
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7145
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	2	0.7129
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	2	0.7129
Aromatase	P11511	CP19A_HUMAN	Homo sapiens	3	0.7124
Aromatase	P11511	CP19A_HUMAN	Homo sapiens	3	0.7124
Retinol-binding protein 4	P18902	RET4_BOVIN	Bos taurus	2	0.7102
Retinol-binding protein 4	P18902	RET4_BOVIN	Bos taurus	2	0.7102
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	3	0.7037
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	3	0.7037
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7011
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7011

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