10-beta-hydroxy CAF-603

Details

• Internal ID: 20456b57-7c3b-45c7-81b3-779fa83fe3b5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2R,3aR,4S,8aS)-3a,6-dimethyl-1-propan-2-yl-2,3,4,7,8,8a-hexahydroazulene-1,2,4-triol
• SMILES (Canonical): CC1=CC(C2(CC(C(C2CC1)(C(C)C)O)O)C)O
• SMILES (Isomeric): CC1=C[C@@H]([C@@]2(C[C@H]([C@@]([C@H]2CC1)(C(C)C)O)O)C)O
• InChI: InChI=1S/C15H26O3/c1-9(2)15(18)11-6-5-10(3)7-12(16)14(11,4)8-13(15)17/h7,9,11-13,16-18H,5-6,8H2,1-4H3/t11-,12-,13+,14+,15-/m0/s1
• InChI Key: URONYSOGRKTWAI-AHDPXTMNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• (1S,2R,3aR,4S,8aS)-3a,6-dimethyl-1-propan-2-yl-2,3,4,7,8,8a-hexahydroazulene-1,2,4-triol
• RefChem:77444
• CHEBI:205153

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9902	99.02%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5592	55.92%
OATP2B1 inhibitior	-	0.8501	85.01%
OATP1B1 inhibitior	+	0.9373	93.73%
OATP1B3 inhibitior	+	0.9629	96.29%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8331	83.31%
P-glycoprotein inhibitior	-	0.9448	94.48%
P-glycoprotein substrate	-	0.8171	81.71%
CYP3A4 substrate	+	0.5576	55.76%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.7545	75.45%
CYP3A4 inhibition	-	0.8212	82.12%
CYP2C9 inhibition	-	0.7067	70.67%
CYP2C19 inhibition	-	0.6881	68.81%
CYP2D6 inhibition	-	0.9417	94.17%
CYP1A2 inhibition	-	0.7077	70.77%
CYP2C8 inhibition	-	0.8808	88.08%
CYP inhibitory promiscuity	-	0.9070	90.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6050	60.50%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.8639	86.39%
Skin irritation	+	0.5797	57.97%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6585	65.85%
Human Ether-a-go-go-Related Gene inhibition	-	0.4690	46.90%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6801	68.01%
skin sensitisation	-	0.5704	57.04%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6662	66.62%
Acute Oral Toxicity (c)	III	0.5103	51.03%
Estrogen receptor binding	-	0.7864	78.64%
Androgen receptor binding	-	0.6048	60.48%
Thyroid receptor binding	-	0.5262	52.62%
Glucocorticoid receptor binding	-	0.6246	62.46%
Aromatase binding	-	0.5411	54.11%
PPAR gamma	-	0.6947	69.47%
Honey bee toxicity	-	0.9466	94.66%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9624	96.24%

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	89.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.54%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.08%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.82%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.46%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.11%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.86%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.10%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	81.72%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.84%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72713581
• LOTUS: LTS0253483
• wikiData: Q77422420