(1aR,4aR,7S,7aS,7bR)-7-hydroxy-1,1,7-trimethyl-4-methylidene-2,3,4a,6,7a,7b-hexahydro-1aH-cyclopropa[e]azulen-5-one

Details

• Internal ID: b4b38df9-e1eb-4f9a-8c56-327114ff913a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Aromadendrane sesquiterpenoids > 5,10-cycloaromadendrane sesquiterpenoids
• IUPAC Name: (1aR,4aR,7S,7aS,7bR)-7-hydroxy-1,1,7-trimethyl-4-methylidene-2,3,4a,6,7a,7b-hexahydro-1aH-cyclopropa[e]azulen-5-one
• SMILES (Canonical): CC1(C2C1C3C(C(=C)CC2)C(=O)CC3(C)O)C
• SMILES (Isomeric): C[C@@]1(CC(=O)[C@@H]2[C@@H]1[C@H]3[C@H](C3(C)C)CCC2=C)O
• InChI: InChI=1S/C15H22O2/c1-8-5-6-9-12(14(9,2)3)13-11(8)10(16)7-15(13,4)17/h9,11-13,17H,1,5-7H2,2-4H3/t9-,11-,12-,13-,15+/m1/s1
• InChI Key: SCSDVFYAKWAPQA-DECHUDPFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.56
• 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	+	0.9966	99.66%
Caco-2	+	0.6223	62.23%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5239	52.39%
OATP2B1 inhibitior	-	0.8509	85.09%
OATP1B1 inhibitior	+	0.9202	92.02%
OATP1B3 inhibitior	+	0.9151	91.51%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9575	95.75%
P-glycoprotein inhibitior	-	0.9076	90.76%
P-glycoprotein substrate	-	0.9237	92.37%
CYP3A4 substrate	+	0.5732	57.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8232	82.32%
CYP3A4 inhibition	-	0.8747	87.47%
CYP2C9 inhibition	-	0.7770	77.70%
CYP2C19 inhibition	-	0.7627	76.27%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	-	0.6055	60.55%
CYP2C8 inhibition	-	0.8341	83.41%
CYP inhibitory promiscuity	-	0.9478	94.78%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5476	54.76%
Eye corrosion	-	0.9660	96.60%
Eye irritation	-	0.5000	50.00%
Skin irritation	+	0.6386	63.86%
Skin corrosion	-	0.9254	92.54%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5397	53.97%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5658	56.58%
skin sensitisation	+	0.6163	61.63%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7103	71.03%
Acute Oral Toxicity (c)	III	0.4735	47.35%
Estrogen receptor binding	+	0.6595	65.95%
Androgen receptor binding	+	0.5668	56.68%
Thyroid receptor binding	-	0.6111	61.11%
Glucocorticoid receptor binding	-	0.4852	48.52%
Aromatase binding	-	0.7361	73.61%
PPAR gamma	-	0.7258	72.58%
Honey bee toxicity	-	0.8629	86.29%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8817	88.17%

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	92.63%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.19%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.04%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.73%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.05%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.39%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.61%	99.23%
CHEMBL1871	P10275	Androgen Receptor	85.28%	96.43%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.71%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.63%	97.09%
CHEMBL2581	P07339	Cathepsin D	83.95%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.49%	93.03%

Plants that contains it

• Magnolia kachirachirai

Cross-Links

• PubChem: 162855500
• LOTUS: LTS0175125
• wikiData: Q105250377