(2R,6S,9S,10S)-4,10-dibromo-9-chloro-5,5,9-trimethyl-1-methylidenespiro[5.5]undec-3-en-2-ol

Details

• Internal ID: 1f2c80ec-0ded-4a0a-ab86-3c391ac0fedd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: (2R,6S,9S,10S)-4,10-dibromo-9-chloro-5,5,9-trimethyl-1-methylidenespiro[5.5]undec-3-en-2-ol
• SMILES (Canonical): CC1(C(=CC(C(=C)C12CCC(C(C2)Br)(C)Cl)O)Br)C
• SMILES (Isomeric): C[C@@]1(CC[C@]2(C[C@@H]1Br)C(=C)[C@@H](C=C(C2(C)C)Br)O)Cl
• InChI: InChI=1S/C15H21Br2ClO/c1-9-10(19)7-11(16)13(2,3)15(9)6-5-14(4,18)12(17)8-15/h7,10,12,19H,1,5-6,8H2,2-4H3/t10-,12+,14+,15+/m1/s1
• InChI Key: HFEBOTPUYODHCO-WCUVEOEZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁Br₂ClO
• Molecular Weight: 412.59 g/mol
• Exact Mass: 411.96272 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 5.15
• H-Bond Acceptor: 1
• 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	+	0.9918	99.18%
Caco-2	+	0.7122	71.22%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Lysosomes	0.5243	52.43%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9053	90.53%
OATP1B3 inhibitior	+	0.8467	84.67%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6908	69.08%
P-glycoprotein inhibitior	-	0.9069	90.69%
P-glycoprotein substrate	-	0.8396	83.96%
CYP3A4 substrate	+	0.5974	59.74%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7796	77.96%
CYP3A4 inhibition	-	0.7574	75.74%
CYP2C9 inhibition	-	0.6220	62.20%
CYP2C19 inhibition	-	0.6341	63.41%
CYP2D6 inhibition	-	0.9018	90.18%
CYP1A2 inhibition	-	0.8150	81.50%
CYP2C8 inhibition	-	0.8485	84.85%
CYP inhibitory promiscuity	-	0.6856	68.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8072	80.72%
Carcinogenicity (trinary)	Non-required	0.6128	61.28%
Eye corrosion	-	0.9696	96.96%
Eye irritation	-	0.9440	94.40%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9123	91.23%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4346	43.46%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.6729	67.29%
skin sensitisation	+	0.5223	52.23%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6306	63.06%
Acute Oral Toxicity (c)	III	0.7360	73.60%
Estrogen receptor binding	-	0.7182	71.82%
Androgen receptor binding	-	0.6651	66.51%
Thyroid receptor binding	+	0.5922	59.22%
Glucocorticoid receptor binding	+	0.5637	56.37%
Aromatase binding	-	0.5122	51.22%
PPAR gamma	-	0.6856	68.56%
Honey bee toxicity	-	0.7403	74.03%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	95.93%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.30%	90.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.93%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.04%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.03%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.71%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	84.42%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.41%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.15%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.61%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.00%	96.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.83%	100.00%

Plants that contains it

• Eleutherococcus giraldii
• Lespedeza davidii
• Solanum aethiopicum
• Tectona grandis

Cross-Links

• PubChem: 23426577
• NPASS: NPC216692
• LOTUS: LTS0247060
• wikiData: Q105027249