Rigidol

Details

• Internal ID: d20283c0-a7ab-4572-8501-d1cac18c03b6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: (3S,4R,6R,9S)-4-bromo-5,5,9-trimethyl-1-methylidenespiro[5.5]undec-10-ene-3,9-diol
• SMILES (Canonical): CC1(C(C(CC(=C)C12CCC(C=C2)(C)O)O)Br)C
• SMILES (Isomeric): C[C@@]1(CC[C@@]2(C=C1)C(=C)C[C@@H]([C@@H](C2(C)C)Br)O)O
• InChI: InChI=1S/C15H23BrO2/c1-10-9-11(17)12(16)13(2,3)15(10)7-5-14(4,18)6-8-15/h5,7,11-12,17-18H,1,6,8-9H2,2-4H3/t11-,12-,14+,15-/m0/s1
• InChI Key: RLCBOPJHZRVMGC-VIRABCJISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃BrO₂
• Molecular Weight: 315.25 g/mol
• Exact Mass: 314.08814 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL463613

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.7451	74.51%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5658	56.58%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9256	92.56%
OATP1B3 inhibitior	+	0.8983	89.83%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8139	81.39%
P-glycoprotein inhibitior	-	0.9543	95.43%
P-glycoprotein substrate	-	0.8606	86.06%
CYP3A4 substrate	+	0.5286	52.86%
CYP2C9 substrate	-	0.5979	59.79%
CYP2D6 substrate	-	0.7829	78.29%
CYP3A4 inhibition	-	0.7526	75.26%
CYP2C9 inhibition	-	0.7552	75.52%
CYP2C19 inhibition	-	0.8034	80.34%
CYP2D6 inhibition	-	0.9213	92.13%
CYP1A2 inhibition	-	0.8875	88.75%
CYP2C8 inhibition	-	0.9027	90.27%
CYP inhibitory promiscuity	-	0.8062	80.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8672	86.72%
Carcinogenicity (trinary)	Non-required	0.5904	59.04%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.8819	88.19%
Skin irritation	-	0.6078	60.78%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6647	66.47%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.6277	62.77%
skin sensitisation	+	0.5299	52.99%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5064	50.64%
Acute Oral Toxicity (c)	III	0.4265	42.65%
Estrogen receptor binding	-	0.8432	84.32%
Androgen receptor binding	-	0.5600	56.00%
Thyroid receptor binding	+	0.5414	54.14%
Glucocorticoid receptor binding	+	0.6688	66.88%
Aromatase binding	-	0.6542	65.42%
PPAR gamma	-	0.7654	76.54%
Honey bee toxicity	-	0.9004	90.04%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9970	99.70%

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	95.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.13%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	90.18%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	89.16%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.04%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.15%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.46%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.90%	94.45%
CHEMBL2581	P07339	Cathepsin D	81.77%	98.95%
CHEMBL4208	P20618	Proteasome component C5	81.21%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.02%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.40%	92.94%

Plants that contains it

• Sapium stylare

Cross-Links

• PubChem: 10829117
• LOTUS: LTS0025834
• wikiData: Q105239792