[(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] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 17516f24-e303-41a2-ba60-76a2673e522b
• 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] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2=C(CC34C1(C(CCC3O4)C)C)OC=C2C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1C2=C(C[C@]34[C@]1([C@H](CC[C@H]3O4)C)C)OC=C2C
• InChI: InChI=1S/C20H26O4/c1-6-11(2)18(21)23-17-16-12(3)10-22-14(16)9-20-15(24-20)8-7-13(4)19(17,20)5/h6,10,13,15,17H,7-9H2,1-5H3/b11-6-/t13-,15+,17+,19-,20+/m0/s1
• InChI Key: BAHLYRYDRNWKKI-ZXPPNJHRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 52.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.8012	80.12%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6778	67.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8900	89.00%
OATP1B3 inhibitior	+	0.9027	90.27%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6650	66.50%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7527	75.27%
CYP3A4 substrate	+	0.6467	64.67%
CYP2C9 substrate	-	0.8148	81.48%
CYP2D6 substrate	-	0.8672	86.72%
CYP3A4 inhibition	-	0.6685	66.85%
CYP2C9 inhibition	-	0.7214	72.14%
CYP2C19 inhibition	-	0.5845	58.45%
CYP2D6 inhibition	-	0.9154	91.54%
CYP1A2 inhibition	+	0.6055	60.55%
CYP2C8 inhibition	-	0.5823	58.23%
CYP inhibitory promiscuity	-	0.6632	66.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5435	54.35%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9441	94.41%
Skin irritation	-	0.6448	64.48%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7910	79.10%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7574	75.74%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7276	72.76%
Acute Oral Toxicity (c)	IV	0.3799	37.99%
Estrogen receptor binding	+	0.8313	83.13%
Androgen receptor binding	+	0.6455	64.55%
Thyroid receptor binding	+	0.5433	54.33%
Glucocorticoid receptor binding	+	0.7195	71.95%
Aromatase binding	+	0.7075	70.75%
PPAR gamma	+	0.8291	82.91%
Honey bee toxicity	-	0.7114	71.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.66%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.23%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.30%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.19%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.61%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.79%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.29%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	82.64%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	80.83%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.70%	86.33%

Plants that contains it

• Ligularia cyathiceps
• Pittocaulon praecox
• Senecio conrathii

Cross-Links

• PubChem: 13992676
• LOTUS: LTS0183145
• wikiData: Q104922168