(1aS,2S,4aS,8aR)-2-hydroxy-2,4a,8,8-tetramethyl-1,1a,3,5,6,7-hexahydrocyclopropa[d]naphthalen-4-one

Details

• Internal ID: c4167bad-e73b-4931-a96d-91a9ad58d1b7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1aS,2S,4aS,8aR)-2-hydroxy-2,4a,8,8-tetramethyl-1,1a,3,5,6,7-hexahydrocyclopropa[d]naphthalen-4-one
• SMILES (Canonical): CC1(CCCC2(C13CC3C(CC2=O)(C)O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@]13C[C@@H]3[C@@](CC2=O)(C)O)(C)C
• InChI: InChI=1S/C15H24O2/c1-12(2)6-5-7-13(3)11(16)9-14(4,17)10-8-15(10,12)13/h10,17H,5-9H2,1-4H3/t10-,13-,14+,15-/m1/s1
• InChI Key: DQQQGAFDHZXUFN-QPKOPYBWSA-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): 37.30 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8684	86.84%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6816	68.16%
OATP2B1 inhibitior	-	0.8381	83.81%
OATP1B1 inhibitior	+	0.9317	93.17%
OATP1B3 inhibitior	+	0.9672	96.72%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.8048	80.48%
P-glycoprotein inhibitior	-	0.9197	91.97%
P-glycoprotein substrate	-	0.9108	91.08%
CYP3A4 substrate	+	0.5620	56.20%
CYP2C9 substrate	-	0.6576	65.76%
CYP2D6 substrate	-	0.7969	79.69%
CYP3A4 inhibition	-	0.8643	86.43%
CYP2C9 inhibition	-	0.5508	55.08%
CYP2C19 inhibition	-	0.6663	66.63%
CYP2D6 inhibition	-	0.9591	95.91%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.9863	98.63%
CYP inhibitory promiscuity	-	0.9666	96.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6131	61.31%
Eye corrosion	-	0.9804	98.04%
Eye irritation	+	0.7429	74.29%
Skin irritation	+	0.5690	56.90%
Skin corrosion	-	0.9248	92.48%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5500	55.00%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5486	54.86%
skin sensitisation	-	0.5844	58.44%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.7568	75.68%
Acute Oral Toxicity (c)	III	0.6686	66.86%
Estrogen receptor binding	-	0.8086	80.86%
Androgen receptor binding	+	0.5989	59.89%
Thyroid receptor binding	-	0.7219	72.19%
Glucocorticoid receptor binding	-	0.8037	80.37%
Aromatase binding	-	0.5667	56.67%
PPAR gamma	-	0.6452	64.52%
Honey bee toxicity	-	0.9330	93.30%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9554	95.54%

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	95.31%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.74%	82.69%
CHEMBL1937	Q92769	Histone deacetylase 2	92.22%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.07%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.25%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.34%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.77%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.57%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.35%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.94%	93.03%
CHEMBL1951	P21397	Monoamine oxidase A	81.82%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.01%	97.09%

Plants that contains it

• Marchantia polymorpha

Cross-Links

• PubChem: 14527040
• NPASS: NPC258886