Xeromphalinone C

Details

• Internal ID: 2e6df727-dbc9-4214-b06a-00d0bce26b88
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Linear triquinanes
• IUPAC Name: (3bR,6aR,7aR)-7a-hydroxy-3-(hydroxymethyl)-5,5-dimethyl-1,3b,4,6,6a,7-hexahydrocyclopenta[a]pentalen-2-one
• SMILES (Canonical): CC1(CC2CC3(CC(=O)C(=C3C2C1)CO)O)C
• SMILES (Isomeric): CC1(C[C@@H]2C[C@]3(CC(=O)C(=C3[C@@H]2C1)CO)O)C
• InChI: InChI=1S/C14H20O3/c1-13(2)3-8-4-14(17)6-11(16)10(7-15)12(14)9(8)5-13/h8-9,15,17H,3-7H2,1-2H3/t8-,9-,14-/m1/s1
• InChI Key: ADPJPBKATZDANX-RFXMVYNHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₃
• Molecular Weight: 236.31 g/mol
• Exact Mass: 236.14124450 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.44
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• ADPJPBKATZDANX-RFXMVYNHSA-
• CHEBI:199092
• (3bR,6aR,7aR)-7a-hydroxy-3-(hydroxymethyl)-5,5-dimethyl-1,3b,4,6,6a,7-hexahydrocyclopenta[a]pentalen-2-one
• InChI=1/C14H20O3/c1-13(2)3-8-4-14(17)6-11(16)10(7-15)12(14)9(8)5-13/h8-9,15,17H,3-7H2,1-2H3/t8-,9-,14-/m1/s1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.7445	74.45%
Blood Brain Barrier	+	0.5928	59.28%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7008	70.08%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.9324	93.24%
OATP1B3 inhibitior	+	0.9685	96.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6064	60.64%
P-glycoprotein inhibitior	-	0.9257	92.57%
P-glycoprotein substrate	-	0.8690	86.90%
CYP3A4 substrate	+	0.5173	51.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9006	90.06%
CYP3A4 inhibition	-	0.8909	89.09%
CYP2C9 inhibition	-	0.8549	85.49%
CYP2C19 inhibition	-	0.8267	82.67%
CYP2D6 inhibition	-	0.9237	92.37%
CYP1A2 inhibition	-	0.8134	81.34%
CYP2C8 inhibition	-	0.9339	93.39%
CYP inhibitory promiscuity	-	0.8285	82.85%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5264	52.64%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.6363	63.63%
Skin irritation	-	0.6341	63.41%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7468	74.68%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5888	58.88%
skin sensitisation	-	0.6910	69.10%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6820	68.20%
Acute Oral Toxicity (c)	III	0.6011	60.11%
Estrogen receptor binding	-	0.6913	69.13%
Androgen receptor binding	-	0.5678	56.78%
Thyroid receptor binding	-	0.5683	56.83%
Glucocorticoid receptor binding	+	0.5739	57.39%
Aromatase binding	-	0.6966	69.66%
PPAR gamma	-	0.6145	61.45%
Honey bee toxicity	-	0.8839	88.39%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9149	91.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.05%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.95%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.76%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.09%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.94%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.40%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.76%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.36%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.72%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.47%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46217878
• LOTUS: LTS0262593
• wikiData: Q75064325