Echinocidin B

Details

• Internal ID: 673514db-f22e-4eb6-8290-a688d9f322e3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Illudanes and illudins
• IUPAC Name: (2R,2aS,4aS,7aS,7bR)-3-(hydroxymethyl)-6,6,7b-trimethyl-1,2,4a,5,7,7a-hexahydrocyclobuta[e]indene-2,2a-diol
• SMILES (Canonical): CC1(CC2C=C(C3(C(CC3(C2C1)C)O)O)CO)C
• SMILES (Isomeric): C[C@]12C[C@H]([C@]1(C(=C[C@H]3[C@@H]2CC(C3)(C)C)CO)O)O
• InChI: InChI=1S/C15H24O3/c1-13(2)5-9-4-10(8-16)15(18)12(17)7-14(15,3)11(9)6-13/h4,9,11-12,16-18H,5-8H2,1-3H3/t9-,11+,12-,14-,15+/m1/s1
• InChI Key: XEIBLVWXVKKEQP-IUBWNAFWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 1,4,5-trihydroxy-Delta2,3-protoilludene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	+	0.5282	52.82%
Blood Brain Barrier	+	0.7635	76.35%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5630	56.30%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.9215	92.15%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8067	80.67%
BSEP inhibitior	-	0.7994	79.94%
P-glycoprotein inhibitior	-	0.9608	96.08%
P-glycoprotein substrate	-	0.8206	82.06%
CYP3A4 substrate	+	0.5146	51.46%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.8509	85.09%
CYP2C9 inhibition	-	0.7811	78.11%
CYP2C19 inhibition	-	0.8224	82.24%
CYP2D6 inhibition	-	0.9336	93.36%
CYP1A2 inhibition	-	0.8369	83.69%
CYP2C8 inhibition	-	0.8042	80.42%
CYP inhibitory promiscuity	-	0.8690	86.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6186	61.86%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8921	89.21%
Skin irritation	-	0.6528	65.28%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6879	68.79%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5665	56.65%
skin sensitisation	-	0.7712	77.12%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6580	65.80%
Acute Oral Toxicity (c)	III	0.5635	56.35%
Estrogen receptor binding	-	0.5928	59.28%
Androgen receptor binding	+	0.5747	57.47%
Thyroid receptor binding	+	0.5339	53.39%
Glucocorticoid receptor binding	+	0.6395	63.95%
Aromatase binding	+	0.5231	52.31%
PPAR gamma	-	0.8294	82.94%
Honey bee toxicity	-	0.8862	88.62%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9521	95.21%

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	97.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.83%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.21%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.14%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.75%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.81%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.82%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.95%	94.45%
CHEMBL4208	P20618	Proteasome component C5	83.37%	90.00%
CHEMBL2996	Q05655	Protein kinase C delta	81.65%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.01%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.46%	85.14%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 11414087
• NPASS: NPC92437
• LOTUS: LTS0152926
• wikiData: Q76421503