(1R,2aR,3aR,4R,7aR,8aS)-4,7a-dimethyl-2-methylidene-2a,3,3a,5,6,7,8,8a-octahydro-1H-cyclobuta[g]naphthalene-1,4-diol

Details

• Internal ID: 16b025c8-f7a4-448e-8b77-b9db3c2ea028
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (1R,2aR,3aR,4R,7aR,8aS)-4,7a-dimethyl-2-methylidene-2a,3,3a,5,6,7,8,8a-octahydro-1H-cyclobuta[g]naphthalene-1,4-diol
• SMILES (Canonical): CC12CCCC(C1CC3C(C2)C(C3=C)O)(C)O
• SMILES (Isomeric): C[C@]12CCC[C@@]([C@@H]1C[C@@H]3[C@H](C2)[C@H](C3=C)O)(C)O
• InChI: InChI=1S/C15H24O2/c1-9-10-7-12-14(2,8-11(10)13(9)16)5-4-6-15(12,3)17/h10-13,16-17H,1,4-8H2,2-3H3/t10-,11-,12+,13-,14+,15+/m0/s1
• InChI Key: GYVLRODWSLLKKW-XDSHMYFISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.5447	54.47%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4844	48.44%
OATP2B1 inhibitior	-	0.8498	84.98%
OATP1B1 inhibitior	+	0.8951	89.51%
OATP1B3 inhibitior	+	0.9466	94.66%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6099	60.99%
BSEP inhibitior	-	0.9288	92.88%
P-glycoprotein inhibitior	-	0.9442	94.42%
P-glycoprotein substrate	-	0.8760	87.60%
CYP3A4 substrate	+	0.5762	57.62%
CYP2C9 substrate	-	0.5796	57.96%
CYP2D6 substrate	-	0.7476	74.76%
CYP3A4 inhibition	-	0.5439	54.39%
CYP2C9 inhibition	-	0.8834	88.34%
CYP2C19 inhibition	-	0.6913	69.13%
CYP2D6 inhibition	-	0.9245	92.45%
CYP1A2 inhibition	-	0.7073	70.73%
CYP2C8 inhibition	-	0.7247	72.47%
CYP inhibitory promiscuity	-	0.8118	81.18%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.4871	48.71%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.8022	80.22%
Skin irritation	-	0.5338	53.38%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6693	66.93%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5123	51.23%
skin sensitisation	+	0.5484	54.84%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7202	72.02%
Acute Oral Toxicity (c)	III	0.7444	74.44%
Estrogen receptor binding	-	0.4922	49.22%
Androgen receptor binding	-	0.4949	49.49%
Thyroid receptor binding	-	0.5217	52.17%
Glucocorticoid receptor binding	+	0.7378	73.78%
Aromatase binding	-	0.5349	53.49%
PPAR gamma	-	0.6637	66.37%
Honey bee toxicity	-	0.9046	90.46%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9889	98.89%

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	92.78%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.43%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.80%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.23%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.01%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.17%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	86.98%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.75%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	83.54%	95.38%
CHEMBL221	P23219	Cyclooxygenase-1	83.51%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	80.26%	97.79%

Plants that contains it

• Chiliadenus candicans

Cross-Links

• PubChem: 15837513
• LOTUS: LTS0037923
• wikiData: Q105024205