Bisacumol

Details

• Internal ID: d97c6377-5b1d-4e96-9635-0b3233a92d0a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-methyl-6-(4-methylphenyl)hept-2-en-4-ol
• SMILES (Canonical): CC1=CC=C(C=C1)C(C)CC(C=C(C)C)O
• SMILES (Isomeric): CC1=CC=C(C=C1)C(C)CC(C=C(C)C)O
• InChI: InChI=1S/C15H22O/c1-11(2)9-15(16)10-13(4)14-7-5-12(3)6-8-14/h5-9,13,15-16H,10H2,1-4H3
• InChI Key: NRBFEAZFHRHFFQ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O
• Molecular Weight: 218.33 g/mol
• Exact Mass: 218.167065321 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• aR-Turmerol
• aR-Tumerol
• (+)-Bisacumol
• 2-methyl-6-(4-methylphenyl)hept-2-en-4-ol
• SCHEMBL6113339
• NRBFEAZFHRHFFQ-UHFFFAOYSA-N
• 2-Methyl-6-(p-tolyl)hept-2-en-4-ol
• Q67879693
• Benzenepropanol,.gamma.,4-dimethyl-.alpha.-(2-methyl-1-propen-1-yl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.9537	95.37%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4345	43.45%
OATP2B1 inhibitior	-	0.8645	86.45%
OATP1B1 inhibitior	+	0.9043	90.43%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6136	61.36%
P-glycoprotein inhibitior	-	0.9642	96.42%
P-glycoprotein substrate	-	0.8904	89.04%
CYP3A4 substrate	-	0.7196	71.96%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	+	0.3837	38.37%
CYP3A4 inhibition	-	0.7016	70.16%
CYP2C9 inhibition	-	0.8129	81.29%
CYP2C19 inhibition	-	0.6719	67.19%
CYP2D6 inhibition	-	0.8838	88.38%
CYP1A2 inhibition	-	0.7118	71.18%
CYP2C8 inhibition	-	0.9636	96.36%
CYP inhibitory promiscuity	-	0.6341	63.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	+	0.5325	53.25%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9045	90.45%
Eye irritation	-	0.5803	58.03%
Skin irritation	+	0.5787	57.87%
Skin corrosion	-	0.9361	93.61%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3900	39.00%
Micronuclear	-	0.9641	96.41%
Hepatotoxicity	+	0.6463	64.63%
skin sensitisation	+	0.9464	94.64%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	-	0.7188	71.88%
Acute Oral Toxicity (c)	III	0.9140	91.40%
Estrogen receptor binding	-	0.8176	81.76%
Androgen receptor binding	-	0.6323	63.23%
Thyroid receptor binding	-	0.5059	50.59%
Glucocorticoid receptor binding	-	0.7113	71.13%
Aromatase binding	-	0.7210	72.10%
PPAR gamma	-	0.6658	66.58%
Honey bee toxicity	-	0.9000	90.00%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8676	86.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.66%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.39%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.31%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.17%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.84%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.83%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	89.27%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.05%	93.56%
CHEMBL2039	P27338	Monoamine oxidase B	83.67%	92.51%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.50%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.57%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.47%	99.17%

Plants that contains it

• Akebia quinata
• Akebia trifoliata
• Baccharis dracunculifolia
• Curcuma longa
• Curcuma picta
• Curcuma zedoaria

Cross-Links

• PubChem: 5315469
• NPASS: NPC290923
• LOTUS: LTS0101030
• wikiData: Q67879693