(2aS,3S,4aS,5R,7aR,7bR)-7a-(hydroxymethyl)-2,2,4a-trimethyl-3,4,5,7b-tetrahydro-1H-cyclobuta[e]indene-2a,3,5-triol

Details

• Internal ID: c13cff9c-ae13-4a31-85c2-6207760c8458
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (2aS,3S,4aS,5R,7aR,7bR)-7a-(hydroxymethyl)-2,2,4a-trimethyl-3,4,5,7b-tetrahydro-1H-cyclobuta[e]indene-2a,3,5-triol
• SMILES (Canonical): CC1(CC2C1(C(CC3(C2(C=CC3O)CO)C)O)O)C
• SMILES (Isomeric): C[C@]12C[C@@H]([C@@]3([C@@H]([C@@]1(C=C[C@H]2O)CO)CC3(C)C)O)O
• InChI: InChI=1S/C15H24O4/c1-12(2)6-9-14(8-16)5-4-10(17)13(14,3)7-11(18)15(9,12)19/h4-5,9-11,16-19H,6-8H2,1-3H3/t9-,10-,11+,13-,14-,15-/m1/s1
• InChI Key: DKKMPXNBHNACRK-MJMJJYSYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.44
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9824	98.24%
Caco-2	-	0.7332	73.32%
Blood Brain Barrier	+	0.5885	58.85%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6655	66.55%
OATP2B1 inhibitior	-	0.8493	84.93%
OATP1B1 inhibitior	+	0.9231	92.31%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8142	81.42%
P-glycoprotein inhibitior	-	0.9432	94.32%
P-glycoprotein substrate	-	0.7377	73.77%
CYP3A4 substrate	+	0.5598	55.98%
CYP2C9 substrate	-	0.7853	78.53%
CYP2D6 substrate	-	0.7914	79.14%
CYP3A4 inhibition	-	0.6384	63.84%
CYP2C9 inhibition	-	0.8763	87.63%
CYP2C19 inhibition	-	0.8758	87.58%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.8183	81.83%
CYP2C8 inhibition	-	0.9483	94.83%
CYP inhibitory promiscuity	-	0.9327	93.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6995	69.95%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9698	96.98%
Skin irritation	-	0.6498	64.98%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7683	76.83%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5548	55.48%
skin sensitisation	-	0.7543	75.43%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7680	76.80%
Acute Oral Toxicity (c)	III	0.6273	62.73%
Estrogen receptor binding	+	0.5762	57.62%
Androgen receptor binding	+	0.5853	58.53%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6272	62.72%
Aromatase binding	+	0.5344	53.44%
PPAR gamma	-	0.7604	76.04%
Honey bee toxicity	-	0.9309	93.09%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9606	96.06%

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	97.11%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.58%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.91%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.93%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.80%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.89%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.76%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.31%	95.56%
CHEMBL2885	P07451	Carbonic anhydrase III	81.74%	87.45%
CHEMBL221	P23219	Cyclooxygenase-1	81.30%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.21%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162918470
• LOTUS: LTS0254027
• wikiData: Q104983402