(1R,2R,6S,7Z,9S)-9-hydroxy-8-methyl-3-methylidene-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-7,12(15)-diene-4,13-dione

Details

• Internal ID: 8364ab51-9a17-45fd-8a3e-82096317a908
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1R,2R,6S,7Z,9S)-9-hydroxy-8-methyl-3-methylidene-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-7,12(15)-diene-4,13-dione
• SMILES (Canonical): CC1=CC2C(C3C=C(CCC1O)C(=O)O3)C(=C)C(=O)O2
• SMILES (Isomeric): C/C/1=C/[C@H]2[C@H]([C@H]3C=C(CC[C@@H]1O)C(=O)O3)C(=C)C(=O)O2
• InChI: InChI=1S/C15H16O5/c1-7-5-11-13(8(2)14(17)19-11)12-6-9(15(18)20-12)3-4-10(7)16/h5-6,10-13,16H,2-4H2,1H3/b7-5-/t10-,11-,12+,13+/m0/s1
• InChI Key: DGBLJQVFQAOQQC-UWIXBFFBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.6500	65.00%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7254	72.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9314	93.14%
OATP1B3 inhibitior	+	0.9291	92.91%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9651	96.51%
P-glycoprotein inhibitior	-	0.8935	89.35%
P-glycoprotein substrate	-	0.9315	93.15%
CYP3A4 substrate	-	0.5080	50.80%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	-	0.8737	87.37%
CYP2C9 inhibition	-	0.8846	88.46%
CYP2C19 inhibition	-	0.9095	90.95%
CYP2D6 inhibition	-	0.9322	93.22%
CYP1A2 inhibition	-	0.6126	61.26%
CYP2C8 inhibition	-	0.8917	89.17%
CYP inhibitory promiscuity	-	0.9758	97.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9325	93.25%
Carcinogenicity (trinary)	Non-required	0.4454	44.54%
Eye corrosion	-	0.9387	93.87%
Eye irritation	-	0.6974	69.74%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.7571	75.71%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7097	70.97%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.7755	77.55%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5871	58.71%
Acute Oral Toxicity (c)	III	0.4346	43.46%
Estrogen receptor binding	-	0.5348	53.48%
Androgen receptor binding	-	0.6556	65.56%
Thyroid receptor binding	-	0.6524	65.24%
Glucocorticoid receptor binding	+	0.5958	59.58%
Aromatase binding	-	0.6019	60.19%
PPAR gamma	-	0.6864	68.64%
Honey bee toxicity	-	0.8693	86.93%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8642	86.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.97%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.71%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.59%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.70%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.44%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.50%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.07%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.25%	97.09%
CHEMBL2581	P07339	Cathepsin D	80.74%	98.95%

Plants that contains it

• Mikania trachypleura

Cross-Links

• PubChem: 101921631
• LOTUS: LTS0238573
• wikiData: Q104978522