(1S,2R,4S,10S,11R,15S,17S)-1-methyl-12-methylidene-3,5,9,14-tetraoxapentacyclo[8.6.1.02,4.07,17.011,15]heptadec-6-ene-8,13-dione

Details

• Internal ID: a88879be-4c3a-4b1c-bd4c-56b06abc382c
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,2R,4S,10S,11R,15S,17S)-1-methyl-12-methylidene-3,5,9,14-tetraoxapentacyclo[8.6.1.02,4.07,17.011,15]heptadec-6-ene-8,13-dione
• SMILES (Canonical): CC12CC3C(C4C1C(=COC5C2O5)C(=O)O4)C(=C)C(=O)O3
• SMILES (Isomeric): C[C@]12C[C@H]3[C@H]([C@@H]4[C@@H]1C(=CO[C@H]5[C@@H]2O5)C(=O)O4)C(=C)C(=O)O3
• InChI: InChI=1S/C15H14O6/c1-5-8-7(19-12(5)16)3-15(2)9-6(13(17)20-10(8)9)4-18-14-11(15)21-14/h4,7-11,14H,1,3H2,2H3/t7-,8+,9-,10+,11-,14+,15-/m0/s1
• InChI Key: BUDKOLMYAUJFKQ-JGAKITSESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 74.40 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.67
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	+	0.6284	62.84%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6300	63.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8555	85.55%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9404	94.04%
P-glycoprotein inhibitior	-	0.6854	68.54%
P-glycoprotein substrate	-	0.8051	80.51%
CYP3A4 substrate	+	0.5872	58.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	-	0.7038	70.38%
CYP2C9 inhibition	-	0.8935	89.35%
CYP2C19 inhibition	-	0.8393	83.93%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	-	0.7695	76.95%
CYP2C8 inhibition	-	0.7755	77.55%
CYP inhibitory promiscuity	-	0.8747	87.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.4421	44.21%
Eye corrosion	-	0.9496	94.96%
Eye irritation	-	0.5542	55.42%
Skin irritation	-	0.5910	59.10%
Skin corrosion	-	0.8376	83.76%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6429	64.29%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.7836	78.36%
skin sensitisation	-	0.6208	62.08%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6097	60.97%
Acute Oral Toxicity (c)	III	0.4492	44.92%
Estrogen receptor binding	+	0.8031	80.31%
Androgen receptor binding	+	0.6433	64.33%
Thyroid receptor binding	-	0.5910	59.10%
Glucocorticoid receptor binding	-	0.5158	51.58%
Aromatase binding	+	0.5924	59.24%
PPAR gamma	+	0.5951	59.51%
Honey bee toxicity	-	0.7955	79.55%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9661	96.61%

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	96.72%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.69%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.67%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.92%	94.45%
CHEMBL4530	P00488	Coagulation factor XIII	88.25%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	87.11%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.56%	97.14%
CHEMBL1951	P21397	Monoamine oxidase A	84.33%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.96%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.88%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.02%	97.09%

Plants that contains it

• Mikania cynanchifolia

Cross-Links

• PubChem: 162999576
• LOTUS: LTS0180991
• wikiData: Q104946033