(2aS,4aS,5R,7aS,7bR)-7a-(hydroxymethyl)-2,2,4a-trimethyl-1,2,3,4,4a,5,7a,7b-octahydro-2aH-cyclobuta[e]indene-2a,5-diol

Details

• Internal ID: a05a656f-d0f0-4d2b-951d-1cc75cfe7b3b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (2aS,4aS,5R,7aS,7bR)-7a-(hydroxymethyl)-2,2,4a-trimethyl-3,4,5,7b-tetrahydro-1H-cyclobuta[e]indene-2a,5-diol
• SMILES (Canonical): CC1(CC2C1(CCC3(C2(C=CC3O)CO)C)O)C
• SMILES (Isomeric): C[C@]12CC[C@@]3([C@@H]([C@]1(C=C[C@H]2O)CO)CC3(C)C)O
• InChI: InChI=1S/C15H24O3/c1-12(2)8-10-14(9-16)5-4-11(17)13(14,3)6-7-15(10,12)18/h4-5,10-11,16-18H,6-9H2,1-3H3/t10-,11-,13-,14+,15+/m1/s1
• InChI Key: ZVIVLLOEKSFGMG-YXRJLALLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	-	0.5690	56.90%
Blood Brain Barrier	+	0.6885	68.85%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6146	61.46%
OATP2B1 inhibitior	-	0.8488	84.88%
OATP1B1 inhibitior	+	0.9342	93.42%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6926	69.26%
BSEP inhibitior	-	0.7432	74.32%
P-glycoprotein inhibitior	-	0.9498	94.98%
P-glycoprotein substrate	-	0.7567	75.67%
CYP3A4 substrate	+	0.5513	55.13%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.7791	77.91%
CYP3A4 inhibition	-	0.6744	67.44%
CYP2C9 inhibition	-	0.8399	83.99%
CYP2C19 inhibition	-	0.9081	90.81%
CYP2D6 inhibition	-	0.9521	95.21%
CYP1A2 inhibition	-	0.7894	78.94%
CYP2C8 inhibition	-	0.9438	94.38%
CYP inhibitory promiscuity	-	0.8280	82.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6762	67.62%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9001	90.01%
Skin irritation	-	0.6111	61.11%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7075	70.75%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5834	58.34%
skin sensitisation	-	0.6558	65.58%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7397	73.97%
Acute Oral Toxicity (c)	III	0.7185	71.85%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.5981	59.81%
Thyroid receptor binding	-	0.5637	56.37%
Glucocorticoid receptor binding	+	0.5373	53.73%
Aromatase binding	+	0.5266	52.66%
PPAR gamma	-	0.8118	81.18%
Honey bee toxicity	-	0.9173	91.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9393	93.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.47%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.01%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.23%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	89.20%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	86.59%	94.75%
CHEMBL2581	P07339	Cathepsin D	86.02%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.11%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.26%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.16%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	81.94%	97.79%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.34%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.22%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10377535
• LOTUS: LTS0274096
• wikiData: Q75069181