14-Angeloyloxy-3beta-hydroxydeltonorcacalol

Details

• Internal ID: 25738ced-7bec-4b25-b484-1366bab8af5b
• Taxonomy: Benzenoids > Naphthalenes > Naphthols and derivatives
• IUPAC Name: [(7S,8R)-2-acetyl-3,7-dihydroxy-4-methoxy-8-methyl-7,8-dihydronaphthalen-1-yl]methyl (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC1=C(C(=C(C2=C1C(C(C=C2)O)C)OC)O)C(=O)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)OCC1=C(C(=C(C2=C1[C@H]([C@H](C=C2)O)C)OC)O)C(=O)C
• InChI: InChI=1S/C20H24O6/c1-6-10(2)20(24)26-9-14-16-11(3)15(22)8-7-13(16)19(25-5)18(23)17(14)12(4)21/h6-8,11,15,22-23H,9H2,1-5H3/b10-6-/t11-,15-/m0/s1
• InChI Key: RCIOEOWZSQVXEU-YKMVYGBISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 14-angeloyloxy-3beta-hydroxydeltonorcacalol
• CHEMBL1641930
• Q27138932

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9726	97.26%
Caco-2	+	0.7252	72.52%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7720	77.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7847	78.47%
OATP1B3 inhibitior	+	0.8850	88.50%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8177	81.77%
P-glycoprotein inhibitior	-	0.6253	62.53%
P-glycoprotein substrate	-	0.6974	69.74%
CYP3A4 substrate	+	0.5862	58.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.8234	82.34%
CYP2C9 inhibition	+	0.7580	75.80%
CYP2C19 inhibition	+	0.5392	53.92%
CYP2D6 inhibition	-	0.7533	75.33%
CYP1A2 inhibition	+	0.7438	74.38%
CYP2C8 inhibition	+	0.4470	44.70%
CYP inhibitory promiscuity	+	0.6972	69.72%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9363	93.63%
Carcinogenicity (trinary)	Non-required	0.6449	64.49%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.7870	78.70%
Skin irritation	-	0.7559	75.59%
Skin corrosion	-	0.9701	97.01%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6376	63.76%
Micronuclear	+	0.5759	57.59%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7201	72.01%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8886	88.86%
Acute Oral Toxicity (c)	III	0.5252	52.52%
Estrogen receptor binding	+	0.6506	65.06%
Androgen receptor binding	-	0.5606	56.06%
Thyroid receptor binding	-	0.5256	52.56%
Glucocorticoid receptor binding	+	0.5386	53.86%
Aromatase binding	-	0.6908	69.08%
PPAR gamma	+	0.6023	60.23%
Honey bee toxicity	-	0.7425	74.25%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9916	99.16%

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	97.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.60%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.84%	99.17%
CHEMBL2581	P07339	Cathepsin D	83.98%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.45%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.37%	95.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.04%	85.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.82%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.44%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.01%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.96%	97.21%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.36%	95.50%

Plants that contains it

• Parasenecio deltophyllus

Cross-Links

• PubChem: 50901251
• LOTUS: LTS0161716
• wikiData: Q27138932