(1R,1aR,1bS,4R,5R,5aS,6aR)-5a-methyl-2-methylidene-1-propan-2-yl-1,1a,1b,3,4,5,6,6a-octahydrocyclopropa[a]indene-4,5-diol

Details

• Internal ID: 42d75780-256e-42a5-b8f0-fc018cefbfb0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: (1R,1aR,1bS,4R,5R,5aS,6aR)-5a-methyl-2-methylidene-1-propan-2-yl-1,1a,1b,3,4,5,6,6a-octahydrocyclopropa[a]indene-4,5-diol
• InChI: InChI=1S/C15H24O2/c1-7(2)11-9-6-15(4)13(12(9)11)8(3)5-10(16)14(15)17/h7,9-14,16-17H,3,5-6H2,1-2,4H3/t9-,10-,11-,12-,13-,14+,15+/m1/s1
• InChI Key: ALPDONWDLCRTPE-ZFPHAMITSA-N
• Popularity: 2 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: 2.20
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	-	0.7484	74.84%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4901	49.01%
OATP2B1 inhibitior	-	0.8519	85.19%
OATP1B1 inhibitior	+	0.9110	91.10%
OATP1B3 inhibitior	+	0.9132	91.32%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9614	96.14%
P-glycoprotein inhibitior	-	0.9285	92.85%
P-glycoprotein substrate	-	0.6790	67.90%
CYP3A4 substrate	+	0.5355	53.55%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7127	71.27%
CYP3A4 inhibition	-	0.7771	77.71%
CYP2C9 inhibition	-	0.8345	83.45%
CYP2C19 inhibition	-	0.6394	63.94%
CYP2D6 inhibition	-	0.9217	92.17%
CYP1A2 inhibition	-	0.7944	79.44%
CYP2C8 inhibition	-	0.9340	93.40%
CYP inhibitory promiscuity	-	0.6668	66.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5520	55.20%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.6708	67.08%
Skin irritation	-	0.6190	61.90%
Skin corrosion	-	0.9097	90.97%
Ames mutagenesis	-	0.7120	71.20%
Human Ether-a-go-go-Related Gene inhibition	-	0.7229	72.29%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5215	52.15%
skin sensitisation	+	0.5222	52.22%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6223	62.23%
Acute Oral Toxicity (c)	III	0.6338	63.38%
Estrogen receptor binding	-	0.4800	48.00%
Androgen receptor binding	+	0.5457	54.57%
Thyroid receptor binding	+	0.5600	56.00%
Glucocorticoid receptor binding	+	0.5510	55.10%
Aromatase binding	-	0.6518	65.18%
PPAR gamma	-	0.7516	75.16%
Honey bee toxicity	-	0.8009	80.09%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9744	97.44%

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	94.94%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.30%	90.17%
CHEMBL2581	P07339	Cathepsin D	90.80%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.35%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.27%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.84%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.16%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.21%	95.89%

Plants that contains it

• Jatropha neopauciflora

Cross-Links

• PubChem: 24939103
• LOTUS: LTS0008645
• wikiData: Q104914258