Nemanecin A

Details

• Internal ID: 6c91dc99-7613-4c2b-ae6b-58990216d961
• Taxonomy: Organoheterocyclic compounds > Azaphilones
• IUPAC Name: (7S,8S,8aS)-7,8-dihydroxy-3,7-dimethyl-8,8a-dihydro-1H-isochromen-6-one
• SMILES (Canonical): CC1=CC2=CC(=O)C(C(C2CO1)O)(C)O
• SMILES (Isomeric): CC1=CC2=CC(=O)[C@@]([C@H]([C@@H]2CO1)O)(C)O
• InChI: InChI=1S/C11H14O4/c1-6-3-7-4-9(12)11(2,14)10(13)8(7)5-15-6/h3-4,8,10,13-14H,5H2,1-2H3/t8-,10+,11-/m1/s1
• InChI Key: OFLQNOVREAGOBE-DVVUODLYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₄
• Molecular Weight: 210.23 g/mol
• Exact Mass: 210.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.16
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• RefChem:165021
• CHEBI:210796
• (7S,8S,8aS)-7,8-dihydroxy-3,7-dimethyl-8,8a-dihydro-1H-isochromen-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9642	96.42%
Caco-2	-	0.5631	56.31%
Blood Brain Barrier	-	0.6822	68.22%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7616	76.16%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9275	92.75%
OATP1B3 inhibitior	+	0.9677	96.77%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9802	98.02%
BSEP inhibitior	-	0.8967	89.67%
P-glycoprotein inhibitior	-	0.9704	97.04%
P-glycoprotein substrate	-	0.9155	91.55%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.7867	78.67%
CYP2D6 substrate	-	0.8785	87.85%
CYP3A4 inhibition	-	0.8757	87.57%
CYP2C9 inhibition	-	0.7197	71.97%
CYP2C19 inhibition	-	0.7386	73.86%
CYP2D6 inhibition	-	0.8269	82.69%
CYP1A2 inhibition	+	0.5216	52.16%
CYP2C8 inhibition	-	0.9608	96.08%
CYP inhibitory promiscuity	-	0.7914	79.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6253	62.53%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9381	93.81%
Skin irritation	-	0.6183	61.83%
Skin corrosion	-	0.9221	92.21%
Ames mutagenesis	+	0.6546	65.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5507	55.07%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5942	59.42%
skin sensitisation	-	0.7767	77.67%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5140	51.40%
Acute Oral Toxicity (c)	III	0.4790	47.90%
Estrogen receptor binding	-	0.5696	56.96%
Androgen receptor binding	-	0.5416	54.16%
Thyroid receptor binding	-	0.6160	61.60%
Glucocorticoid receptor binding	-	0.5680	56.80%
Aromatase binding	-	0.8349	83.49%
PPAR gamma	-	0.5352	53.52%
Honey bee toxicity	-	0.8892	88.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9049	90.49%

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	92.68%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.81%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.51%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.38%	85.14%
CHEMBL2581	P07339	Cathepsin D	86.92%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.20%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.14%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.44%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.18%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.25%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.78%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132822165
• LOTUS: LTS0077816
• wikiData: Q105191219