[(1S,3S,8S,9S,10S,13R)-3-hydroxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradec-6-en-8-yl] (Z)-2-(hydroxymethyl)but-2-enoate

Details

• Internal ID: aaefeb19-35f3-47f4-9e54-7da240c99f17
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(1S,3S,8S,9S,10S,13R)-3-hydroxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradec-6-en-8-yl] (Z)-2-(hydroxymethyl)but-2-enoate
• InChI: InChI=1S/C20H26O7/c1-5-12(8-21)17(23)25-15-14-11(3)16(22)27-20(14,24)9-19-13(26-19)7-6-10(2)18(15,19)4/h5,10,13,15,21,24H,6-9H2,1-4H3/b12-5-/t10-,13+,15+,18-,19+,20-/m0/s1
• InChI Key: RYTJPETYMIDGOV-IOXWVMHTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₇
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.16785316 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.38
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	+	0.6442	64.42%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7804	78.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8867	88.67%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5521	55.21%
BSEP inhibitior	+	0.6497	64.97%
P-glycoprotein inhibitior	-	0.5884	58.84%
P-glycoprotein substrate	-	0.6018	60.18%
CYP3A4 substrate	+	0.6446	64.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.5417	54.17%
CYP2C9 inhibition	-	0.7674	76.74%
CYP2C19 inhibition	-	0.9264	92.64%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.7797	77.97%
CYP2C8 inhibition	-	0.6619	66.19%
CYP inhibitory promiscuity	-	0.9017	90.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4956	49.56%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9490	94.90%
Skin irritation	+	0.5352	53.52%
Skin corrosion	-	0.9291	92.91%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4296	42.96%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5792	57.92%
skin sensitisation	-	0.8724	87.24%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.7210	72.10%
Acute Oral Toxicity (c)	III	0.4582	45.82%
Estrogen receptor binding	+	0.6971	69.71%
Androgen receptor binding	+	0.6472	64.72%
Thyroid receptor binding	+	0.6071	60.71%
Glucocorticoid receptor binding	+	0.8358	83.58%
Aromatase binding	+	0.7771	77.71%
PPAR gamma	+	0.6776	67.76%
Honey bee toxicity	-	0.7951	79.51%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9846	98.46%

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	97.47%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.56%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.74%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.16%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.71%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.48%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.06%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.86%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.62%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	82.58%	97.79%
CHEMBL3401	O75469	Pregnane X receptor	80.53%	94.73%
CHEMBL5028	O14672	ADAM10	80.52%	97.50%

Plants that contains it

• Ligularia sagitta

Cross-Links

• PubChem: 90683458
• LOTUS: LTS0013222
• wikiData: Q105248131