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

Details

• Internal ID: e27f3f7a-03f7-4dc6-ac75-06cd91c98911
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: (3R,4S,6S,9R,10R)-4,10-dibromo-9-chloro-5,5,9-trimethyl-1-methylidenespiro[5.5]undecan-3-ol
• SMILES (Canonical): CC1(C(C(CC(=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[C@H]([C@H](C2(C)C)Br)O)Cl
• InChI: InChI=1S/C15H23Br2ClO/c1-9-7-10(19)12(17)13(2,3)15(9)6-5-14(4,18)11(16)8-15/h10-12,19H,1,5-8H2,2-4H3/t10-,11-,12-,14-,15+/m1/s1
• InChI Key: KKDUTGUFMQDATD-FWZIUSJTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃Br₂ClO
• Molecular Weight: 414.60 g/mol
• Exact Mass: 413.97837 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.03
• 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	+	0.9952	99.52%
Caco-2	+	0.5965	59.65%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Lysosomes	0.5701	57.01%
OATP2B1 inhibitior	-	0.8520	85.20%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.8461	84.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8312	83.12%
P-glycoprotein inhibitior	-	0.8993	89.93%
P-glycoprotein substrate	-	0.8682	86.82%
CYP3A4 substrate	+	0.5695	56.95%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7689	76.89%
CYP3A4 inhibition	-	0.7365	73.65%
CYP2C9 inhibition	-	0.7123	71.23%
CYP2C19 inhibition	-	0.7638	76.38%
CYP2D6 inhibition	-	0.9127	91.27%
CYP1A2 inhibition	-	0.8743	87.43%
CYP2C8 inhibition	-	0.8892	88.92%
CYP inhibitory promiscuity	-	0.8395	83.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8072	80.72%
Carcinogenicity (trinary)	Non-required	0.6188	61.88%
Eye corrosion	-	0.9762	97.62%
Eye irritation	-	0.8460	84.60%
Skin irritation	+	0.5168	51.68%
Skin corrosion	-	0.9229	92.29%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5808	58.08%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5948	59.48%
skin sensitisation	+	0.5477	54.77%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6786	67.86%
Acute Oral Toxicity (c)	III	0.6326	63.26%
Estrogen receptor binding	-	0.6969	69.69%
Androgen receptor binding	-	0.6131	61.31%
Thyroid receptor binding	-	0.5143	51.43%
Glucocorticoid receptor binding	+	0.6573	65.73%
Aromatase binding	+	0.5643	56.43%
PPAR gamma	-	0.7594	75.94%
Honey bee toxicity	-	0.8042	80.42%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9972	99.72%

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	92.70%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.38%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.08%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.44%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	86.02%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.95%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.19%	89.34%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.55%	96.61%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.20%	91.03%

Plants that contains it

• Canavalia gladiata

Cross-Links

• PubChem: 101934341
• NPASS: NPC64439
• LOTUS: LTS0145386
• wikiData: Q105142149