Feigrisolide A

Details

• Internal ID: 56df2362-bad8-45a1-8868-ef6652bd447c
• Taxonomy: Organoheterocyclic compounds > Lactones
• IUPAC Name: (3R,4S,7S)-4-hydroxy-7-[(2S)-2-hydroxypropyl]-3-methyloxepan-2-one
• SMILES (Canonical): CC1C(CCC(OC1=O)CC(C)O)O
• SMILES (Isomeric): C[C@@H]1[C@H](CC[C@H](OC1=O)C[C@H](C)O)O
• InChI: InChI=1S/C10H18O4/c1-6(11)5-8-3-4-9(12)7(2)10(13)14-8/h6-9,11-12H,3-5H2,1-2H3/t6-,7+,8-,9-/m0/s1
• InChI Key: FZPDDULMNZBINH-KZVJFYERSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₄
• Molecular Weight: 202.25 g/mol
• Exact Mass: 202.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.46
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• (3R,4S,7S)-4-hydroxy-7-[(2S)-2-hydroxypropyl]-3-methyloxepan-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8593	85.93%
Caco-2	+	0.6105	61.05%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7303	73.03%
OATP2B1 inhibitior	-	0.8456	84.56%
OATP1B1 inhibitior	+	0.9463	94.63%
OATP1B3 inhibitior	+	0.9499	94.99%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9706	97.06%
P-glycoprotein inhibitior	-	0.9632	96.32%
P-glycoprotein substrate	-	0.8394	83.94%
CYP3A4 substrate	-	0.5649	56.49%
CYP2C9 substrate	-	0.5888	58.88%
CYP2D6 substrate	-	0.8457	84.57%
CYP3A4 inhibition	-	0.7172	71.72%
CYP2C9 inhibition	-	0.8853	88.53%
CYP2C19 inhibition	-	0.8308	83.08%
CYP2D6 inhibition	-	0.9392	93.92%
CYP1A2 inhibition	-	0.8563	85.63%
CYP2C8 inhibition	-	0.9920	99.20%
CYP inhibitory promiscuity	-	0.9757	97.57%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8915	89.15%
Carcinogenicity (trinary)	Non-required	0.7221	72.21%
Eye corrosion	-	0.9587	95.87%
Eye irritation	-	0.7729	77.29%
Skin irritation	-	0.5874	58.74%
Skin corrosion	-	0.8272	82.72%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6949	69.49%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5991	59.91%
skin sensitisation	-	0.8481	84.81%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5212	52.12%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5486	54.86%
Acute Oral Toxicity (c)	III	0.6064	60.64%
Estrogen receptor binding	-	0.6280	62.80%
Androgen receptor binding	-	0.8353	83.53%
Thyroid receptor binding	-	0.6941	69.41%
Glucocorticoid receptor binding	-	0.6512	65.12%
Aromatase binding	-	0.8181	81.81%
PPAR gamma	-	0.9043	90.43%
Honey bee toxicity	-	0.9636	96.36%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.7910	79.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.96%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.57%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.49%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.07%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.27%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.92%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.81%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.97%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.50%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.09%	89.00%

Plants that contains it

• Aglaia spectabilis
• Clibadium pentaneuron
• Coespeletia thyrsiformis f. marcanoi
• Croton bonplandianus
• Croton californicus
• Culcitium canescens
• Cymbopogon nardus
• Dendrobium rotundatum
• Malva verticillata
• Nolina erumpens
• Petasites paradoxus
• Philotheca fitzgeraldii
• Piptolepis leptospermoides
• Ratibida latipalearis
• Toxicodendron succedaneum
• Weddellina squamulosa

Cross-Links

• PubChem: 11820158
• NPASS: NPC31965
• LOTUS: LTS0126168
• wikiData: Q105005086