9a,10a,13-Trihydroxymarasm-7-en-5-oic ac

Details

• Internal ID: 0e80c710-f931-4e95-80b9-16b48733533f
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,3R,4R,7S,8R)-7,8-dihydroxy-3-methyl-12-oxatetracyclo[8.3.0.01,3.04,8]tridec-9-en-13-one
• SMILES (Canonical): CC12CC13C(=CC4(C2CCC4O)O)COC3=O
• SMILES (Isomeric): C[C@]12C[C@@]13C(=C[C@]4([C@@H]2CC[C@@H]4O)O)COC3=O
• InChI: InChI=1S/C13H16O4/c1-11-6-12(11)7(5-17-10(12)15)4-13(16)8(11)2-3-9(13)14/h4,8-9,14,16H,2-3,5-6H2,1H3/t8-,9+,11-,12+,13-/m1/s1
• InChI Key: MFKNNUJZDWQTMD-XUEURGHRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.26 g/mol
• Exact Mass: 236.10485899 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 4
• 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	+	0.9829	98.29%
Caco-2	+	0.6531	65.31%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8080	80.80%
OATP2B1 inhibitior	-	0.8491	84.91%
OATP1B1 inhibitior	+	0.9512	95.12%
OATP1B3 inhibitior	+	0.9724	97.24%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5542	55.42%
BSEP inhibitior	-	0.8601	86.01%
P-glycoprotein inhibitior	-	0.9708	97.08%
P-glycoprotein substrate	-	0.8056	80.56%
CYP3A4 substrate	+	0.5878	58.78%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8149	81.49%
CYP3A4 inhibition	-	0.9016	90.16%
CYP2C9 inhibition	-	0.7744	77.44%
CYP2C19 inhibition	-	0.7764	77.64%
CYP2D6 inhibition	-	0.9116	91.16%
CYP1A2 inhibition	-	0.6206	62.06%
CYP2C8 inhibition	-	0.8749	87.49%
CYP inhibitory promiscuity	-	0.9502	95.02%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5357	53.57%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9662	96.62%
Skin irritation	-	0.5326	53.26%
Skin corrosion	-	0.9209	92.09%
Ames mutagenesis	-	0.5570	55.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7291	72.91%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8446	84.46%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6554	65.54%
Acute Oral Toxicity (c)	III	0.4426	44.26%
Estrogen receptor binding	-	0.7012	70.12%
Androgen receptor binding	+	0.6730	67.30%
Thyroid receptor binding	+	0.5258	52.58%
Glucocorticoid receptor binding	-	0.7026	70.26%
Aromatase binding	-	0.6079	60.79%
PPAR gamma	-	0.7996	79.96%
Honey bee toxicity	-	0.9549	95.49%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9782	97.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.27%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.78%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.43%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.10%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.10%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.09%	96.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.98%	92.88%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.89%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.48%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.26%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.97%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.35%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	81.28%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583773
• LOTUS: LTS0066088
• wikiData: Q75067309