(4aS,5R,9aS)-2-(hydroxymethyl)-5,9,9-trimethyl-4,4a,6,7,8,9a-hexahydro-3H-benzo[7]annulen-5-ol

Details

• Internal ID: c595d633-c0c2-43d7-8db7-00b7db182dcc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Himachalane and lippifoliane sesquiterpenoids
• IUPAC Name: (4aS,5R,9aS)-2-(hydroxymethyl)-5,9,9-trimethyl-4,4a,6,7,8,9a-hexahydro-3H-benzo[7]annulen-5-ol
• InChI: InChI=1S/C15H26O2/c1-14(2)7-4-8-15(3,17)12-6-5-11(10-16)9-13(12)14/h9,12-13,16-17H,4-8,10H2,1-3H3/t12-,13-,15+/m0/s1
• InChI Key: QRYPQTUSGXZGNH-KCQAQPDRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.8984	89.84%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4959	49.59%
OATP2B1 inhibitior	-	0.8459	84.59%
OATP1B1 inhibitior	+	0.8613	86.13%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7385	73.85%
BSEP inhibitior	-	0.8021	80.21%
P-glycoprotein inhibitior	-	0.9400	94.00%
P-glycoprotein substrate	-	0.8827	88.27%
CYP3A4 substrate	+	0.5291	52.91%
CYP2C9 substrate	-	0.5471	54.71%
CYP2D6 substrate	-	0.7775	77.75%
CYP3A4 inhibition	-	0.7467	74.67%
CYP2C9 inhibition	-	0.7553	75.53%
CYP2C19 inhibition	-	0.8258	82.58%
CYP2D6 inhibition	-	0.9087	90.87%
CYP1A2 inhibition	-	0.7634	76.34%
CYP2C8 inhibition	-	0.6969	69.69%
CYP inhibitory promiscuity	-	0.8128	81.28%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6685	66.85%
Eye corrosion	-	0.9764	97.64%
Eye irritation	-	0.5742	57.42%
Skin irritation	-	0.6824	68.24%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4371	43.71%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5452	54.52%
skin sensitisation	+	0.5483	54.83%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8290	82.90%
Acute Oral Toxicity (c)	III	0.8327	83.27%
Estrogen receptor binding	-	0.7117	71.17%
Androgen receptor binding	-	0.6484	64.84%
Thyroid receptor binding	-	0.5106	51.06%
Glucocorticoid receptor binding	+	0.5635	56.35%
Aromatase binding	-	0.6615	66.15%
PPAR gamma	-	0.8609	86.09%
Honey bee toxicity	-	0.9696	96.96%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8936	89.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.82%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.72%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.37%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	89.47%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.21%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.25%	97.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.50%	93.99%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.39%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.72%	92.62%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.67%	93.04%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.66%	82.69%

Plants that contains it

• Cipadessa baccifera

Cross-Links

• PubChem: 101864676
• LOTUS: LTS0210473
• wikiData: Q105226742