Acetosellin

Details

• Internal ID: db7a65ae-118c-46d7-8b79-534b0ed1f112
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (4S,9S)-15-[(1E,3E,5E)-hepta-1,3,5-trienyl]-13-hydroxy-4-(hydroxymethyl)-9-methyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),2(7),12,14-tetraene-8,11-dione
• SMILES (Canonical): CC=CC=CC=CC1=CC(=C2C3=C1C4=C(COC(C4)CO)C(=O)C3(OC2=O)C)O
• SMILES (Isomeric): C/C=C/C=C/C=C/C1=CC(=C2C3=C1C4=C(CO[C@@H](C4)CO)C(=O)[C@]3(OC2=O)C)O
• InChI: InChI=1S/C23H22O6/c1-3-4-5-6-7-8-13-9-17(25)19-20-18(13)15-10-14(11-24)28-12-16(15)21(26)23(20,2)29-22(19)27/h3-9,14,24-25H,10-12H2,1-2H3/b4-3+,6-5+,8-7+/t14-,23-/m0/s1
• InChI Key: ORBXWZSWCVYENA-FKWVPTGZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₆
• Molecular Weight: 394.40 g/mol
• Exact Mass: 394.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.04
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• DTXSID101043808
• (4S,9S)-15-[(1E,3E,5E)-hepta-1,3,5-trienyl]-13-hydroxy-4-(hydroxymethyl)-9-methyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),2(7),12,14-tetraene-8,11-dione
• 428821-01-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9420	94.20%
Caco-2	-	0.7186	71.86%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8488	84.88%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8413	84.13%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5720	57.20%
P-glycoprotein inhibitior	-	0.4471	44.71%
P-glycoprotein substrate	-	0.6128	61.28%
CYP3A4 substrate	+	0.6363	63.63%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8633	86.33%
CYP3A4 inhibition	-	0.7065	70.65%
CYP2C9 inhibition	-	0.6216	62.16%
CYP2C19 inhibition	-	0.7057	70.57%
CYP2D6 inhibition	-	0.9211	92.11%
CYP1A2 inhibition	-	0.7641	76.41%
CYP2C8 inhibition	+	0.5183	51.83%
CYP inhibitory promiscuity	-	0.5868	58.68%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4898	48.98%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9673	96.73%
Skin irritation	-	0.7125	71.25%
Skin corrosion	-	0.9281	92.81%
Ames mutagenesis	+	0.6046	60.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7132	71.32%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.6159	61.59%
skin sensitisation	-	0.7817	78.17%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6363	63.63%
Acute Oral Toxicity (c)	III	0.4334	43.34%
Estrogen receptor binding	+	0.7868	78.68%
Androgen receptor binding	+	0.7195	71.95%
Thyroid receptor binding	-	0.6347	63.47%
Glucocorticoid receptor binding	+	0.6534	65.34%
Aromatase binding	+	0.6879	68.79%
PPAR gamma	+	0.6154	61.54%
Honey bee toxicity	-	0.8190	81.90%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9721	97.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.26%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.66%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.45%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.42%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.38%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.23%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.15%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.13%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.36%	99.23%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.47%	92.88%
CHEMBL1937	Q92769	Histone deacetylase 2	83.86%	94.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.29%	93.99%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.88%	100.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.47%	85.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.06%	95.89%

Plants that contains it

• Aconitum liangshanicum
• Aconitum sachalinense
• Ageratina gracilis
• Alstonia deplanchei
• Asteriscus graveolens
• Baccharis megapotamica
• Centrosema pascuorum
• Ceratozamia fuscoviridis
• Citrus glauca
• Critonia quadrangularis
• Ficus simplicissima
• Flemingia macrophylla
• Gynura bicolor
• Haplophyllum dauricum
• Marrubium supinum
• Metalasia capitata
• Orthosphenia mexicana
• Oxyanthus speciosus
• Quercus dentata
• Rheum tanguticum
• Rhynchopsidium pumilum
• Senecio latifolius
• Senecio peripotamus
• Solanum elaeagnifolium
• Stevia mercedensis
• Strychnos tabascana
• Styrax hookeri
• Swinglea glutinosa
• Theobroma cacao
• Thuja standishii
• Verbesina rupestris

Cross-Links

• PubChem: 10883740
• NPASS: NPC261324
• LOTUS: LTS0144634
• wikiData: Q77423642