[(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] 2-(hydroxymethyl)prop-2-enoate

Details

• Internal ID: e1b3db50-fc46-4a90-8eb6-bf1b90a5cb23
• 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] 2-(hydroxymethyl)prop-2-enoate
• SMILES (Canonical): CC1CCC2C3(C1(C(C4=C(C(=O)OC4(C3)O)C)OC(=O)C(=C)CO)C)O2
• SMILES (Isomeric): C[C@H]1CC[C@@H]2[C@]3([C@@]1([C@@H](C4=C(C(=O)O[C@]4(C3)O)C)OC(=O)C(=C)CO)C)O2
• InChI: InChI=1S/C19H24O7/c1-9(7-20)15(21)24-14-13-11(3)16(22)26-19(13,23)8-18-12(25-18)6-5-10(2)17(14,18)4/h10,12,14,20,23H,1,5-8H2,2-4H3/t10-,12+,14+,17-,18+,19-/m0/s1
• InChI Key: XOQQMHWZRICZPV-XBCTYBCVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₇
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.15220310 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.99
• 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	+	0.9824	98.24%
Caco-2	+	0.5970	59.70%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7418	74.18%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8996	89.96%
OATP1B3 inhibitior	+	0.9529	95.29%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5521	55.21%
BSEP inhibitior	-	0.7716	77.16%
P-glycoprotein inhibitior	-	0.6474	64.74%
P-glycoprotein substrate	-	0.6064	60.64%
CYP3A4 substrate	+	0.6636	66.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	+	0.5850	58.50%
CYP2C9 inhibition	-	0.7575	75.75%
CYP2C19 inhibition	-	0.9052	90.52%
CYP2D6 inhibition	-	0.9387	93.87%
CYP1A2 inhibition	-	0.7556	75.56%
CYP2C8 inhibition	-	0.6623	66.23%
CYP inhibitory promiscuity	-	0.9072	90.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4483	44.83%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9058	90.58%
Skin irritation	+	0.5293	52.93%
Skin corrosion	-	0.9244	92.44%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5471	54.71%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5894	58.94%
skin sensitisation	-	0.8564	85.64%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.8272	82.72%
Acute Oral Toxicity (c)	III	0.4778	47.78%
Estrogen receptor binding	+	0.7377	73.77%
Androgen receptor binding	+	0.6450	64.50%
Thyroid receptor binding	+	0.6608	66.08%
Glucocorticoid receptor binding	+	0.7205	72.05%
Aromatase binding	+	0.7763	77.63%
PPAR gamma	+	0.7551	75.51%
Honey bee toxicity	-	0.8116	81.16%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9923	99.23%

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	97.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.74%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.49%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.01%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.92%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.65%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.09%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.35%	86.33%

Plants that contains it

• Ligularia sagitta

Cross-Links

• PubChem: 90682796
• LOTUS: LTS0236900
• wikiData: Q105337871