(1R,2R,6S,7Z,9S,11S)-9,11-dihydroxy-8-methyl-3-methylidene-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-7,12(15)-diene-4,13-dione

Details

• Internal ID: 99c795ab-d406-407e-bc98-ba665b79104b
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1R,2R,6S,7Z,9S,11S)-9,11-dihydroxy-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(C(CC1O)O)C(=O)O3)C(=C)C(=O)O2
• SMILES (Isomeric): C/C/1=C/[C@H]2[C@H]([C@H]3C=C([C@H](C[C@@H]1O)O)C(=O)O3)C(=C)C(=O)O2
• InChI: InChI=1S/C15H16O6/c1-6-3-11-13(7(2)14(18)20-11)12-4-8(15(19)21-12)10(17)5-9(6)16/h3-4,9-13,16-17H,2,5H2,1H3/b6-3-/t9-,10-,11-,12+,13+/m0/s1
• InChI Key: GAIBNVSLQBBBBK-LXRYSYBESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₆
• Molecular Weight: 292.28 g/mol
• Exact Mass: 292.09468823 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.01
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9787	97.87%
Caco-2	-	0.6402	64.02%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5763	57.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9370	93.70%
OATP1B3 inhibitior	+	0.9516	95.16%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9697	96.97%
P-glycoprotein inhibitior	-	0.8601	86.01%
P-glycoprotein substrate	-	0.8706	87.06%
CYP3A4 substrate	-	0.5241	52.41%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	-	0.8634	86.34%
CYP2C9 inhibition	-	0.8550	85.50%
CYP2C19 inhibition	-	0.8894	88.94%
CYP2D6 inhibition	-	0.9307	93.07%
CYP1A2 inhibition	-	0.7795	77.95%
CYP2C8 inhibition	-	0.9232	92.32%
CYP inhibitory promiscuity	-	0.9370	93.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9125	91.25%
Carcinogenicity (trinary)	Danger	0.4371	43.71%
Eye corrosion	-	0.9438	94.38%
Eye irritation	-	0.6512	65.12%
Skin irritation	-	0.5230	52.30%
Skin corrosion	-	0.8169	81.69%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7615	76.15%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.7875	78.75%
skin sensitisation	-	0.7705	77.05%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4772	47.72%
Acute Oral Toxicity (c)	III	0.4256	42.56%
Estrogen receptor binding	+	0.5372	53.72%
Androgen receptor binding	-	0.7206	72.06%
Thyroid receptor binding	-	0.6430	64.30%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6709	67.09%
PPAR gamma	-	0.6108	61.08%
Honey bee toxicity	-	0.8504	85.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8766	87.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.94%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.47%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	84.16%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.42%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.15%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.01%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.38%	86.33%

Plants that contains it

• Mikania periplocifolia

Cross-Links

• PubChem: 163025067
• LOTUS: LTS0252881
• wikiData: Q105005403