Mailiohydrin

Details

• Internal ID: 834b0095-ad67-46a8-bd3d-a0c7ebeed2c1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Chamigranes
• IUPAC Name: (3R,4S,6S,9R)-4-bromo-9-(dibromomethyl)-5,5-dimethyl-1-methylidenespiro[5.5]undec-10-ene-3,9-diol
• SMILES (Canonical): CC1(C(C(CC(=C)C12CCC(C=C2)(C(Br)Br)O)O)Br)C
• SMILES (Isomeric): CC1([C@@H]([C@@H](CC(=C)[C@@]12CC[C@@](C=C2)(C(Br)Br)O)O)Br)C
• InChI: InChI=1S/C15H21Br3O2/c1-9-8-10(19)11(16)13(2,3)14(9)4-6-15(20,7-5-14)12(17)18/h4,6,10-12,19-20H,1,5,7-8H2,2-3H3/t10-,11-,14-,15+/m1/s1
• InChI Key: BDUUDTPDYKKJPZ-FKGLVLAHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁Br₃O₂
• Molecular Weight: 473.00 g/mol
• Exact Mass: 471.90712 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.28
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL459613

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6125	61.25%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9076	90.76%
OATP1B3 inhibitior	+	0.9234	92.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8692	86.92%
P-glycoprotein inhibitior	-	0.9170	91.70%
P-glycoprotein substrate	-	0.7880	78.80%
CYP3A4 substrate	+	0.5562	55.62%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.7722	77.22%
CYP3A4 inhibition	-	0.8297	82.97%
CYP2C9 inhibition	-	0.7577	75.77%
CYP2C19 inhibition	-	0.7754	77.54%
CYP2D6 inhibition	-	0.9077	90.77%
CYP1A2 inhibition	-	0.8804	88.04%
CYP2C8 inhibition	-	0.8798	87.98%
CYP inhibitory promiscuity	-	0.7936	79.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8572	85.72%
Carcinogenicity (trinary)	Non-required	0.5676	56.76%
Eye corrosion	-	0.9763	97.63%
Eye irritation	-	0.8876	88.76%
Skin irritation	-	0.6895	68.95%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7059	70.59%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.7402	74.02%
skin sensitisation	+	0.5636	56.36%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6300	63.00%
Acute Oral Toxicity (c)	III	0.5108	51.08%
Estrogen receptor binding	-	0.6811	68.11%
Androgen receptor binding	-	0.5139	51.39%
Thyroid receptor binding	+	0.5584	55.84%
Glucocorticoid receptor binding	+	0.6789	67.89%
Aromatase binding	+	0.5672	56.72%
PPAR gamma	-	0.6971	69.71%
Honey bee toxicity	-	0.8506	85.06%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9938	99.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.64%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.93%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.44%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.04%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	86.23%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.74%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.59%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.09%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.92%	97.09%
CHEMBL2581	P07339	Cathepsin D	81.87%	98.95%
CHEMBL4208	P20618	Proteasome component C5	81.62%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10917718
• LOTUS: LTS0227093
• wikiData: Q104924757