[(1S,8S,9S,10S,13R)-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradeca-3(7),5-dien-8-yl] 2-(hydroxymethyl)prop-2-enoate

Details

• Internal ID: 012e0eb3-dca3-4ab0-942c-12de63937655
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(1S,8S,9S,10S,13R)-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradeca-3(7),5-dien-8-yl] 2-(hydroxymethyl)prop-2-enoate
• InChI: InChI=1S/C19H24O5/c1-10(8-20)17(21)23-16-15-11(2)9-22-13(15)7-19-14(24-19)6-5-12(3)18(16,19)4/h9,12,14,16,20H,1,5-8H2,2-4H3/t12-,14+,16+,18-,19+/m0/s1
• InChI Key: UPUKQPOFEXFCFD-WLWWONNKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₅
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.16237386 g/mol
• Topological Polar Surface Area (TPSA): 72.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9874	98.74%
Caco-2	+	0.6049	60.49%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7066	70.66%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.9043	90.43%
OATP1B3 inhibitior	+	0.9017	90.17%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7864	78.64%
P-glycoprotein inhibitior	-	0.6550	65.50%
P-glycoprotein substrate	-	0.6773	67.73%
CYP3A4 substrate	+	0.6578	65.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8366	83.66%
CYP3A4 inhibition	-	0.5774	57.74%
CYP2C9 inhibition	-	0.6676	66.76%
CYP2C19 inhibition	-	0.6857	68.57%
CYP2D6 inhibition	-	0.9125	91.25%
CYP1A2 inhibition	-	0.5843	58.43%
CYP2C8 inhibition	-	0.5853	58.53%
CYP inhibitory promiscuity	-	0.7547	75.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6126	61.26%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9474	94.74%
Skin irritation	-	0.6617	66.17%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.5979	59.79%
Human Ether-a-go-go-Related Gene inhibition	+	0.6476	64.76%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5159	51.59%
skin sensitisation	-	0.7958	79.58%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6658	66.58%
Acute Oral Toxicity (c)	III	0.3535	35.35%
Estrogen receptor binding	+	0.6937	69.37%
Androgen receptor binding	+	0.6347	63.47%
Thyroid receptor binding	+	0.5847	58.47%
Glucocorticoid receptor binding	+	0.7531	75.31%
Aromatase binding	+	0.7623	76.23%
PPAR gamma	+	0.7664	76.64%
Honey bee toxicity	-	0.8037	80.37%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9974	99.74%

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	97.32%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.72%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.00%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.34%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.87%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.33%	96.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.97%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.85%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	81.03%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.79%	99.17%

Plants that contains it

• Ligularia anoleuca
• Ligularia fischeri

Cross-Links

• PubChem: 162919945
• LOTUS: LTS0204196
• wikiData: Q105276999