Clitocybulol B

Details

• Internal ID: 198a3a7a-f436-492d-b06a-575846495e89
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: (3aR,5S,8bS)-3a-methoxy-5,7,7-trimethyl-1-methylidene-4,5,6,8-tetrahydrocyclopenta[e][1]benzofuran-8b-ol
• InChI: InChI=1S/C16H24O3/c1-10-6-15(18-5)16(17,11(2)9-19-15)13-8-14(3,4)7-12(10)13/h10,17H,2,6-9H2,1,3-5H3/t10-,15+,16+/m0/s1
• InChI Key: AZRNIYBMPDJCCN-AMKSKSKJSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₃
• Molecular Weight: 264.36 g/mol
• Exact Mass: 264.17254462 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• (3aR,5S,8bS)-3a-methoxy-5,7,7-trimethyl-1-methylidene-4,5,6,8-tetrahydrocyclopenta(e)(1)benzofuran-8b-ol
• (3aR,5S,8bS)-3a-methoxy-5,7,7-trimethyl-1-methylidene-4,5,6,8-tetrahydrocyclopenta[e][1]benzofuran-8b-ol
• RefChem:126993
• 214704-48-0
• CHEBI:223614
• (3aR,5S,8bS)-3a-methoxy-5,7,7-trimethyl-1-methylidene-4,5,6,8-tetrahydrocyclopenta[e][1]benzouran-8b-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	+	0.8979	89.79%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7224	72.24%
OATP2B1 inhibitior	-	0.8508	85.08%
OATP1B1 inhibitior	+	0.9220	92.20%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9038	90.38%
P-glycoprotein inhibitior	-	0.8884	88.84%
P-glycoprotein substrate	-	0.6571	65.71%
CYP3A4 substrate	+	0.5976	59.76%
CYP2C9 substrate	-	0.5791	57.91%
CYP2D6 substrate	-	0.8194	81.94%
CYP3A4 inhibition	-	0.6237	62.37%
CYP2C9 inhibition	-	0.6904	69.04%
CYP2C19 inhibition	-	0.7046	70.46%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.6155	61.55%
CYP2C8 inhibition	-	0.7951	79.51%
CYP inhibitory promiscuity	-	0.7912	79.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5468	54.68%
Eye corrosion	-	0.9821	98.21%
Eye irritation	+	0.8097	80.97%
Skin irritation	-	0.6872	68.72%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4624	46.24%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5055	50.55%
skin sensitisation	-	0.7691	76.91%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.7752	77.52%
Acute Oral Toxicity (c)	III	0.5111	51.11%
Estrogen receptor binding	-	0.5938	59.38%
Androgen receptor binding	+	0.5369	53.69%
Thyroid receptor binding	+	0.5629	56.29%
Glucocorticoid receptor binding	-	0.6041	60.41%
Aromatase binding	-	0.6474	64.74%
PPAR gamma	-	0.6102	61.02%
Honey bee toxicity	-	0.7992	79.92%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9864	98.64%

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	97.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.45%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	91.21%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.64%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.00%	92.94%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.40%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.42%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.87%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.55%	100.00%
CHEMBL1871	P10275	Androgen Receptor	80.47%	96.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10754107
• LOTUS: LTS0153659
• wikiData: Q77572837