[13,16-Dihydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.13,15.05,15.08,13]heptadec-1-en-10-yl] 2-methylbut-2-enoate

Details

• Internal ID: f25533b6-d8f1-4aba-8ca0-e22ad710da3a
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [13,16-dihydroxy-5-(hydroxymethyl)-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.13,15.05,15.08,13]heptadec-1-en-10-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2C3(CC45C(=C(C(O4)CC5(C(=O)O2)CO)C)C(C3(C1C)C)O)O
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC2C3(CC45C(=C(C(O4)CC5(C(=O)O2)CO)C)C(C3(C1C)C)O)O
• InChI: InChI=1S/C24H32O8/c1-6-11(2)19(27)30-14-7-16-23(29)9-24-17(18(26)21(23,5)13(14)4)12(3)15(32-24)8-22(24,10-25)20(28)31-16/h6,13-16,18,25-26,29H,7-10H2,1-5H3
• InChI Key: FOZQBGDKDRNWNN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₈
• Molecular Weight: 448.50 g/mol
• Exact Mass: 448.20971797 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.17
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9589	95.89%
Caco-2	-	0.6020	60.20%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7587	75.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8673	86.73%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8364	83.64%
BSEP inhibitior	+	0.7341	73.41%
P-glycoprotein inhibitior	-	0.5705	57.05%
P-glycoprotein substrate	+	0.6655	66.55%
CYP3A4 substrate	+	0.7000	70.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8803	88.03%
CYP3A4 inhibition	-	0.7476	74.76%
CYP2C9 inhibition	-	0.8471	84.71%
CYP2C19 inhibition	-	0.9245	92.45%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	-	0.9115	91.15%
CYP2C8 inhibition	-	0.5907	59.07%
CYP inhibitory promiscuity	-	0.8590	85.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4908	49.08%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9179	91.79%
Skin irritation	+	0.4893	48.93%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5600	56.00%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6283	62.83%
skin sensitisation	-	0.8922	89.22%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6944	69.44%
Acute Oral Toxicity (c)	III	0.4785	47.85%
Estrogen receptor binding	+	0.8360	83.60%
Androgen receptor binding	+	0.7224	72.24%
Thyroid receptor binding	+	0.6317	63.17%
Glucocorticoid receptor binding	+	0.8063	80.63%
Aromatase binding	+	0.7265	72.65%
PPAR gamma	+	0.6435	64.35%
Honey bee toxicity	-	0.6778	67.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9738	97.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.52%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.03%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.84%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.38%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.69%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.23%	86.92%
CHEMBL221	P23219	Cyclooxygenase-1	88.64%	90.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.37%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.95%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.23%	97.09%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	84.95%	80.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.56%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	84.54%	91.19%
CHEMBL2581	P07339	Cathepsin D	83.32%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.28%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.16%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.10%	93.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.68%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.62%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.55%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.09%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.98%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.60%	91.24%
CHEMBL1937	Q92769	Histone deacetylase 2	80.45%	94.75%

Plants that contains it

• Ligularia veitchiana

Cross-Links

• PubChem: 163087520
• LOTUS: LTS0051493
• wikiData: Q104999049