CID 10466401

Details

• Internal ID: 7d148146-eb16-4160-9312-67ee61c19606
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (4aS,5R,8aR)-3,4a,5-trimethyl-4,5,8a,9-tetrahydrobenzo[f][1]benzofuran-6-one
• SMILES (Canonical): CC1C(=O)C=CC2C1(CC3=C(C2)OC=C3C)C
• SMILES (Isomeric): C[C@H]1C(=O)C=C[C@@H]2[C@@]1(CC3=C(C2)OC=C3C)C
• InChI: InChI=1S/C15H18O2/c1-9-8-17-14-6-11-4-5-13(16)10(2)15(11,3)7-12(9)14/h4-5,8,10-11H,6-7H2,1-3H3/t10-,11-,15+/m0/s1
• InChI Key: KLBNCPFQVXNPFQ-ZIBATOQPSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 30.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 16148-24-6
• (4aS)-4,4a,5,6,8aalpha,9-Hexahydro-3,4abeta,5beta-trimethylnaphtho[2,3-b]furan-6-one
• (4aS,5R,8aR)-3,4a,5-trimethyl-4,5,8a,9-tetrahydrobenzo[f][1]benzofuran-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8280	82.80%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4748	47.48%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9142	91.42%
OATP1B3 inhibitior	+	0.9687	96.87%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6725	67.25%
P-glycoprotein inhibitior	-	0.9402	94.02%
P-glycoprotein substrate	-	0.8311	83.11%
CYP3A4 substrate	+	0.5991	59.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8634	86.34%
CYP3A4 inhibition	-	0.6082	60.82%
CYP2C9 inhibition	-	0.8044	80.44%
CYP2C19 inhibition	+	0.6207	62.07%
CYP2D6 inhibition	-	0.9256	92.56%
CYP1A2 inhibition	+	0.6526	65.26%
CYP2C8 inhibition	-	0.8846	88.46%
CYP inhibitory promiscuity	+	0.5164	51.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.3592	35.92%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9680	96.80%
Skin irritation	-	0.5711	57.11%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5126	51.26%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	+	0.6130	61.30%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5847	58.47%
Acute Oral Toxicity (c)	III	0.6047	60.47%
Estrogen receptor binding	-	0.8440	84.40%
Androgen receptor binding	+	0.6282	62.82%
Thyroid receptor binding	-	0.6332	63.32%
Glucocorticoid receptor binding	-	0.6925	69.25%
Aromatase binding	-	0.6510	65.10%
PPAR gamma	-	0.5997	59.97%
Honey bee toxicity	-	0.8722	87.22%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9880	98.80%

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	95.04%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.57%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	91.30%	86.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.75%	97.09%
CHEMBL2581	P07339	Cathepsin D	83.87%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.13%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.96%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.83%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.28%	93.04%

Plants that contains it

• Ligularia fischeri
• Ligularia pleurocaulis
• Petasites japonicus
• Senecio flavus
• Senecio nemorensis

Cross-Links

• PubChem: 10466401
• NPASS: NPC62199
• LOTUS: LTS0267933
• wikiData: Q105142508