Irieol C

Details

• Internal ID: 70ce65d6-f23b-434d-84e5-341a5f8e28ef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (3S,3aS,4R,7S,7aS)-7-bromo-3-[[(1S,4S)-4-bromo-1-hydroxy-3,3-dimethylcyclohexyl]methyl]-4,7a-dimethyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ol
• SMILES (Canonical): CC1(CC(CCC1Br)(CC2CCC3(C2C(CCC3Br)(C)O)C)O)C
• SMILES (Isomeric): C[C@]12CC[C@H]([C@@H]1[C@](CC[C@@H]2Br)(C)O)C[C@]3(CC[C@@H](C(C3)(C)C)Br)O
• InChI: InChI=1S/C20H34Br2O2/c1-17(2)12-20(24,10-7-14(17)21)11-13-5-8-18(3)15(22)6-9-19(4,23)16(13)18/h13-16,23-24H,5-12H2,1-4H3/t13-,14-,15-,16-,18+,19+,20-/m0/s1
• InChI Key: WORGNGGMSOIQIY-UMTOMPLCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄Br₂O₂
• Molecular Weight: 466.30 g/mol
• Exact Mass: 466.09051 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.42
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.5864	58.64%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5409	54.09%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6878	68.78%
P-glycoprotein inhibitior	-	0.7952	79.52%
P-glycoprotein substrate	-	0.8382	83.82%
CYP3A4 substrate	+	0.6142	61.42%
CYP2C9 substrate	-	0.5572	55.72%
CYP2D6 substrate	-	0.7395	73.95%
CYP3A4 inhibition	-	0.8637	86.37%
CYP2C9 inhibition	-	0.7473	74.73%
CYP2C19 inhibition	-	0.8422	84.22%
CYP2D6 inhibition	-	0.9334	93.34%
CYP1A2 inhibition	-	0.7578	75.78%
CYP2C8 inhibition	-	0.8008	80.08%
CYP inhibitory promiscuity	-	0.6513	65.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8072	80.72%
Carcinogenicity (trinary)	Non-required	0.5957	59.57%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9166	91.66%
Skin irritation	-	0.5741	57.41%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6125	61.25%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5673	56.73%
skin sensitisation	-	0.5794	57.94%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5778	57.78%
Acute Oral Toxicity (c)	III	0.7263	72.63%
Estrogen receptor binding	+	0.8910	89.10%
Androgen receptor binding	+	0.6384	63.84%
Thyroid receptor binding	+	0.7106	71.06%
Glucocorticoid receptor binding	+	0.8143	81.43%
Aromatase binding	+	0.6399	63.99%
PPAR gamma	-	0.5401	54.01%
Honey bee toxicity	-	0.8906	89.06%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9863	98.63%

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	96.43%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.50%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.24%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	86.96%	94.75%
CHEMBL2581	P07339	Cathepsin D	86.90%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	85.51%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.77%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.72%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.81%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	82.27%	90.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.59%	96.61%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21637487
• LOTUS: LTS0119211
• wikiData: Q105309651