(1aS,1bS,3R,4R,5aS,6aS)-3-(2-hydroxypropan-2-yl)-1a,5a-dimethyl-1,1b,2,3,4,5,6,6a-octahydrocyclopropa[a]inden-4-ol

Details

• Internal ID: 533c9534-cc86-4510-9e1e-93b3e0796f86
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1aS,1bS,3R,4R,5aS,6aS)-3-(2-hydroxypropan-2-yl)-1a,5a-dimethyl-1,1b,2,3,4,5,6,6a-octahydrocyclopropa[a]inden-4-ol
• SMILES (Canonical): CC12CC3CC3(C1CC(C(C2)O)C(C)(C)O)C
• SMILES (Isomeric): C[C@@]12C[C@@H]3C[C@@]3([C@H]1C[C@H]([C@@H](C2)O)C(C)(C)O)C
• InChI: InChI=1S/C15H26O2/c1-13(2,17)10-5-12-14(3,8-11(10)16)6-9-7-15(9,12)4/h9-12,16-17H,5-8H2,1-4H3/t9-,10-,11-,12+,14+,15+/m1/s1
• InChI Key: QRDWGAFJTAQHKE-ACBLYQCWSA-N
• Popularity: 1 reference 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: 3.30
• Atomic LogP (AlogP): 2.58
• 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	+	0.9936	99.36%
Caco-2	+	0.5469	54.69%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Lysosomes	0.5781	57.81%
OATP2B1 inhibitior	-	0.8512	85.12%
OATP1B1 inhibitior	+	0.9523	95.23%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8625	86.25%
P-glycoprotein inhibitior	-	0.9400	94.00%
P-glycoprotein substrate	-	0.8222	82.22%
CYP3A4 substrate	+	0.5406	54.06%
CYP2C9 substrate	+	0.5942	59.42%
CYP2D6 substrate	-	0.7034	70.34%
CYP3A4 inhibition	-	0.8594	85.94%
CYP2C9 inhibition	-	0.7260	72.60%
CYP2C19 inhibition	-	0.7111	71.11%
CYP2D6 inhibition	-	0.9464	94.64%
CYP1A2 inhibition	-	0.5423	54.23%
CYP2C8 inhibition	-	0.9060	90.60%
CYP inhibitory promiscuity	-	0.8305	83.05%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5753	57.53%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.6313	63.13%
Skin irritation	-	0.5464	54.64%
Skin corrosion	-	0.9090	90.90%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7698	76.98%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5040	50.40%
skin sensitisation	-	0.6214	62.14%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6396	63.96%
Acute Oral Toxicity (c)	III	0.4201	42.01%
Estrogen receptor binding	-	0.5244	52.44%
Androgen receptor binding	-	0.7107	71.07%
Thyroid receptor binding	+	0.5659	56.59%
Glucocorticoid receptor binding	+	0.5946	59.46%
Aromatase binding	-	0.6336	63.36%
PPAR gamma	-	0.7562	75.62%
Honey bee toxicity	-	0.8317	83.17%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9527	95.27%

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	93.86%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.96%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.49%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.00%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.94%	82.69%
CHEMBL2996	Q05655	Protein kinase C delta	81.98%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.84%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.09%	100.00%

Plants that contains it

• Artemisia umbelliformis
• Juglans regia
• Onopordum anatolicum
• Salix japonica
• Tiliacora triandra
• Viburnum ayavacense

Cross-Links

• PubChem: 57394792
• NPASS: NPC95804
• LOTUS: LTS0218579
• wikiData: Q105226233