Apocarotenal

Details

• Internal ID: 5e82cbfe-695e-4e53-92da-cc59e30b261a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15-tetramethyl-17-(2,6,6-trimethylcyclohexen-1-yl)heptadeca-2,4,6,8,10,12,14,16-octaenal
• SMILES (Canonical): CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=O)C)C
• SMILES (Isomeric): CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=O)/C)/C
• InChI: InChI=1S/C30H40O/c1-24(13-8-9-14-25(2)16-11-18-27(4)23-31)15-10-17-26(3)20-21-29-28(5)19-12-22-30(29,6)7/h8-11,13-18,20-21,23H,12,19,22H2,1-7H3/b9-8+,15-10+,16-11+,21-20+,24-13+,25-14+,26-17+,27-18+
• InChI Key: DFMMVLFMMAQXHZ-DOKBYWHISA-N
• Popularity: 226 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O
• Molecular Weight: 416.60 g/mol
• Exact Mass: 416.307915895 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 9.40
• Atomic LogP (AlogP): 8.72
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

• 1107-26-2
• 8'-Apo-beta-carotenal
• beta-apo-8'-carotenal
• C.I. Food Orange 6
• 8'-Apo-beta-caroten-8'-al
• beta-apo-Carotenal
• C Orange 16
• beta-Apocarotenal
• Food orange 6
• 8'Apo-beta,psi-carotenal
• trans-beta-Apo-8'-carotenal
• beta-Apo-8'-carotenal (C30)
• all-trans-beta-Apo-8'-carotenal
• BETA-APO-8'-CAROTENAL (TRANS)
• CCRIS 7933
• all-trans-8'-apo-beta-carotenal
• E160E
• E 160 e
• 8'-Apo-beta-carotenal, all-trans-
• EINECS 214-171-6
• (2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15-tetramethyl-17-(2,6,6-trimethylcyclohexen-1-yl)heptadeca-2,4,6,8,10,12,14,16-octaenal
• .beta.-apo-8'-Carotenal
• 8'-Apo-beta,psi-carotenal
• BRN 2064131
• CI 40820
• UNII-V22N3E2U32
• Beta-apo-8'-carotenal(trans)
• C.I. 40820
• 8'-apo-beta,psi-caroten-8'-al
• V22N3E2U32
• 2,4,6,8,10,12,14,16-Heptadecaoctaenal, 2,6,11,15-tetramethyl-17-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (2E,4E,6E,8E,10E,12E,14E,16E)-
• 8'-APO-.BETA.,.PSI.-CAROTENAL
• 2,4,6,8,10,12,14,16-Heptadecaoctaenal, 2,6,11,15-tetramethyl-17-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (all-E)-
• 4-07-00-01782 (Beilstein Handbook Reference)
• 8'-Apoaldehyde
• -po-8'-arotenal
• CI Food Orange 6
• |A-Apo-8'-carotenal
• trans-b-apo-8'-carotenal
• trans-?-Apo-8?-carotenal
• APOCAROTENAL [MART.]
• Color Index No. 40820
• Color Index Number 40820
• Colour Index No. 40820
• APOCAROTENAL [USP-RS]
• Colour Index Number 40820
• INS NO.160E
• SCHEMBL341809
• INS-160E
• SCHEMBL2768511
• trans- beta -Apo-8'-carotenal
• CHEBI:53154
• C30H40O
• DTXSID20883251
• DFMMVLFMMAQXHZ-DOKBYWHISA-N
• 8'-APO-.BETA.-CAROTENAL
• CAROTENAL, BETA-APO-8'-
• CI 40820 [INCI]
• HY-N6677
• 8'-Apo-.beta.,.pseudo.-carotenal
• BETA-APO-8-CAROTENAL(TRANS)
• C30-H40-O
• E-160E
• NSC374897
• AKOS024386366
• BETA-APO-8'-CAROTENAL [FCC]
• 8'-Apo-.beta.-carotenal, all-trans-
• NSC-374897
• NCGC00187588-01
• LS-21455
• XA167402
• CI(1975)NO.40820
• CS-0099621
• S5846
• CAROTENAL, 8'-APO-.BETA., .PSI.-
• C19728
• F82418
• trans-beta-Apo-8'-carotenal, >=96.0% (UV)
• Q274972
• J-002468
• Z2583134452
• Apocarotenal, United States Pharmacopeia (USP) Reference Standard
• (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-Tetramethyl-17-(2,6,6-trimethyl-1-cyclohexenyl)-2,4,6,8,10,12,14,16-heptadecaoctaenal
• (2E,4E,6E,8E,10E,12E,14E,16E)-2,6,11,15-tetramethyl-17-(2,6,6-trimethylcyclohex-1-enyl)heptadeca-2,4,6,8,10,12,14,16-octaenal

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	-	0.5170	51.70%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5203	52.03%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	-	0.7220	72.20%
OATP1B3 inhibitior	-	0.4214	42.14%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9933	99.33%
P-glycoprotein inhibitior	+	0.8035	80.35%
P-glycoprotein substrate	-	0.9204	92.04%
CYP3A4 substrate	+	0.6258	62.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8450	84.50%
CYP3A4 inhibition	-	0.9546	95.46%
CYP2C9 inhibition	-	0.8872	88.72%
CYP2C19 inhibition	-	0.8739	87.39%
CYP2D6 inhibition	-	0.9536	95.36%
CYP1A2 inhibition	-	0.8525	85.25%
CYP2C8 inhibition	-	0.8318	83.18%
CYP inhibitory promiscuity	-	0.7610	76.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.5578	55.78%
Eye corrosion	-	0.8835	88.35%
Eye irritation	-	0.9119	91.19%
Skin irritation	+	0.8196	81.96%
Skin corrosion	-	0.9610	96.10%
Ames mutagenesis	-	0.9307	93.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.9233	92.33%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.5954	59.54%
skin sensitisation	+	0.9313	93.13%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.8460	84.60%
Acute Oral Toxicity (c)	III	0.8115	81.15%
Estrogen receptor binding	+	0.7442	74.42%
Androgen receptor binding	-	0.5539	55.39%
Thyroid receptor binding	+	0.7300	73.00%
Glucocorticoid receptor binding	+	0.6157	61.57%
Aromatase binding	+	0.6000	60.00%
PPAR gamma	+	0.7813	78.13%
Honey bee toxicity	-	0.8830	88.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9898	98.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	95.08%	89.63%
CHEMBL1870	P28702	Retinoid X receptor beta	94.14%	95.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.87%	91.11%
CHEMBL2061	P19793	Retinoid X receptor alpha	93.57%	91.67%
CHEMBL2004	P48443	Retinoid X receptor gamma	93.33%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.60%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.80%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.04%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.71%	91.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.36%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	83.62%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.83%	100.00%

Plants that contains it

• Agnorhiza bolanderi
• Anaxagorea crassipetala
• Araujia sericifera
• Arnica nevadensis
• Artemisia gmelinii
• Averrhoa carambola
• Beyeria sulcata var. brevipes
• Bursaria spinosa
• Capsicum annuum
• Chloranthus tianmushanensis
• Chromolaena odorata
• Chromolaena pulchella
• Citrus × aurantium
• Craibia grandiflora
• Dendrosenecio kilimanjari
• Dipterocarpus alatus
• Dracaena draco
• Drosera peltata
• Echinops amplexicaulis
• Ficus formosana
• Gardenia fosbergii
• Ilex affinis
• Isodon umbrosus
• Kaempferia pulchra
• Litogyne gariepina
• Odixia angusta
• Palisota barteri
• Prosopis glandulosa
• Prunus laurocerasus
• Pteris plumieri
• Quercus cerris
• Salvia officinalis
• Senecio squalidus
• Seriphidium cinum
• Sesbania punicea
• Simira eliezeriana
• Sorbus pallescens
• Stenostomum lucidum
• Taxodium huegelii
• Vitex madiensis

Cross-Links

• PubChem: 5478003
• NPASS: NPC248404
• LOTUS: LTS0146481
• wikiData: Q274972