Cleroindicin C

Details

• Internal ID: 836a9dad-297d-4a90-acd0-5476d6789a75
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (3aR,7aS)-3a-hydroxy-2,3,4,5,7,7a-hexahydro-1-benzofuran-6-one
• SMILES (Canonical): C1CC2(CCOC2CC1=O)O
• SMILES (Isomeric): C1C[C@]2(CCO[C@H]2CC1=O)O
• InChI: InChI=1S/C8H12O3/c9-6-1-2-8(10)3-4-11-7(8)5-6/h7,10H,1-5H2/t7-,8+/m0/s1
• InChI Key: ZCBQZDMJIVJQLX-JGVFFNPUSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₂O₃
• Molecular Weight: 156.18 g/mol
• Exact Mass: 156.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): 0.26
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 183626-28-0
• (3Ar,7aS)-3a-hydroxy-2,3,4,5,7,7a-hexahydro-1-benzofuran-6-one
• (3aR,7aS)-Hexahydro-3a-hydroxy-6(2H)-benzofuranone
• starbld0000831
• AKOS040760798

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.5656	56.56%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7490	74.90%
OATP2B1 inhibitior	-	0.8485	84.85%
OATP1B1 inhibitior	+	0.9692	96.92%
OATP1B3 inhibitior	+	0.9590	95.90%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9488	94.88%
P-glycoprotein inhibitior	-	0.9764	97.64%
P-glycoprotein substrate	-	0.9600	96.00%
CYP3A4 substrate	-	0.5521	55.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7592	75.92%
CYP3A4 inhibition	-	0.9786	97.86%
CYP2C9 inhibition	-	0.8756	87.56%
CYP2C19 inhibition	-	0.7759	77.59%
CYP2D6 inhibition	-	0.9566	95.66%
CYP1A2 inhibition	-	0.8738	87.38%
CYP2C8 inhibition	-	0.9653	96.53%
CYP inhibitory promiscuity	-	0.9801	98.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5449	54.49%
Eye corrosion	-	0.8887	88.87%
Eye irritation	+	0.9839	98.39%
Skin irritation	-	0.7423	74.23%
Skin corrosion	-	0.9139	91.39%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7986	79.86%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.7379	73.79%
skin sensitisation	-	0.8762	87.62%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5467	54.67%
Acute Oral Toxicity (c)	III	0.6608	66.08%
Estrogen receptor binding	-	0.8357	83.57%
Androgen receptor binding	-	0.7795	77.95%
Thyroid receptor binding	-	0.9032	90.32%
Glucocorticoid receptor binding	-	0.8295	82.95%
Aromatase binding	-	0.8527	85.27%
PPAR gamma	-	0.7342	73.42%
Honey bee toxicity	-	0.7951	79.51%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.7942	79.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.82%	91.11%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	88.82%	85.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.27%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.27%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.85%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.79%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.28%	96.09%

Plants that contains it

• Alluaudia ascendens
• Barleria acanthoides
• Brassica nigra
• Centaurea collina
• Clerodendrum indicum
• Cordia elaeagnoides
• Dodonaea viscosa
• Echinocereus berlandieri
• Euonymus nanus
• Hexalobus crispiflorus
• Incarvillea mairei
• Isodon leucophyllus
• Isodon weisiensis
• Marrubium globosum
• Melicope lunu-ankenda
• Millingtonia hortensis
• Physostigma venenosum
• Pyrus pyrifolia
• Tsuga heterophylla
• Uncaria sessilifructus

Cross-Links

• PubChem: 10975728
• NPASS: NPC261241
• LOTUS: LTS0262451
• wikiData: Q105370954