Cacalol

Details

• Internal ID: f48cab73-f125-48f5-971f-6b3b9cd76877
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (5S)-3,4,5-trimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-9-ol
• SMILES (Canonical): CC1CCCC2=C1C(=C3C(=COC3=C2O)C)C
• SMILES (Isomeric): C[C@H]1CCCC2=C1C(=C3C(=COC3=C2O)C)C
• InChI: InChI=1S/C15H18O2/c1-8-5-4-6-11-12(8)10(3)13-9(2)7-17-15(13)14(11)16/h7-8,16H,4-6H2,1-3H3/t8-/m0/s1
• InChI Key: OUFUBABGIIEJNV-QMMMGPOBSA-N
• Popularity: 12 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): 33.40 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.20
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 24393-79-1
• (5S)-3,4,5-trimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-9-ol
• CHEMBL452935
• SCHEMBL3134482
• DTXSID40947263
• 3,4,5-Trimethyl-5,6,7,8-tetrahydronaphtho[2,3-b]furan-9-ol
• Naphtho(2,3-b)furan-9-ol, 5,6,7,8-tetrahydro-3,4,5-trimethyl-, (S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.7853	78.53%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5773	57.73%
OATP2B1 inhibitior	-	0.8492	84.92%
OATP1B1 inhibitior	+	0.8537	85.37%
OATP1B3 inhibitior	+	0.8982	89.82%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8500	85.00%
P-glycoprotein inhibitior	-	0.9134	91.34%
P-glycoprotein substrate	-	0.8756	87.56%
CYP3A4 substrate	-	0.5068	50.68%
CYP2C9 substrate	-	0.5940	59.40%
CYP2D6 substrate	+	0.3771	37.71%
CYP3A4 inhibition	-	0.8618	86.18%
CYP2C9 inhibition	-	0.6539	65.39%
CYP2C19 inhibition	+	0.5204	52.04%
CYP2D6 inhibition	-	0.8847	88.47%
CYP1A2 inhibition	+	0.9269	92.69%
CYP2C8 inhibition	+	0.4660	46.60%
CYP inhibitory promiscuity	-	0.5618	56.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.4557	45.57%
Eye corrosion	-	0.9779	97.79%
Eye irritation	-	0.8164	81.64%
Skin irritation	-	0.6717	67.17%
Skin corrosion	-	0.8441	84.41%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5374	53.74%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.6898	68.98%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9405	94.05%
Acute Oral Toxicity (c)	III	0.6950	69.50%
Estrogen receptor binding	-	0.5657	56.57%
Androgen receptor binding	+	0.6091	60.91%
Thyroid receptor binding	-	0.5964	59.64%
Glucocorticoid receptor binding	-	0.4769	47.69%
Aromatase binding	-	0.7228	72.28%
PPAR gamma	+	0.6325	63.25%
Honey bee toxicity	-	0.9599	95.99%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9791	97.91%

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	97.60%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	90.72%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.54%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.78%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.79%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.34%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.59%	92.94%
CHEMBL5905	Q04828	Aldo-keto reductase family 1 member C1	81.07%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.86%	95.89%

Plants that contains it

• Japonicalia delphiniifolia
• Ligularia cyathiceps
• Ligularia virgaurea
• Psacalium decompositum
• Psacalium radulifolium
• Senecio carnosulus
• Senecio inaequidens
• Senecio lydenburgensis
• Senecio nemorensis

Cross-Links

• PubChem: 181105
• LOTUS: LTS0138713
• wikiData: Q82925014