6-Deoxyilludin S

Details

• Internal ID: be2465bd-3b9c-4fd2-80fc-6e4add38a254
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Illudanes and illudins
• IUPAC Name: (2S,5R)-5-hydroxy-2-(hydroxymethyl)-2,5,7-trimethylspiro[1H-indene-6,1'-cyclopropane]-4-one
• SMILES (Canonical): CC1=C2CC(C=C2C(=O)C(C13CC3)(C)O)(C)CO
• SMILES (Isomeric): CC1=C2C[C@](C=C2C(=O)[C@](C13CC3)(C)O)(C)CO
• InChI: InChI=1S/C15H20O3/c1-9-10-6-13(2,8-16)7-11(10)12(17)14(3,18)15(9)4-5-15/h7,16,18H,4-6,8H2,1-3H3/t13-,14-/m0/s1
• InChI Key: IEHHZEZPEUURRA-KBPBESRZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 112953-13-6
• (2S,5R)-5-hydroxy-2-(hydroxymethyl)-2,5,7-trimethylspiro[1H-indene-6,1'-cyclopropane]-4-one
• SCHEMBL17168276
• DTXSID80150239
• 2',3'-Dihydro-6'-hydroxy-2'-(hydroxymethyl)-2',4',6'-trimethylspiro(cyclopropane-1,5'-(5H)inden)-7'(6'H)-one (2'S-cis)-
• Spiro(cyclopropane-1,5'-(5H)inden)-7'(6'H)-one, 2',3'-dihydro-6'-hydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-, (2'S-cis)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.8136	81.36%
Blood Brain Barrier	+	0.6385	63.85%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7493	74.93%
OATP2B1 inhibitior	-	0.8507	85.07%
OATP1B1 inhibitior	+	0.9083	90.83%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6407	64.07%
BSEP inhibitior	-	0.7236	72.36%
P-glycoprotein inhibitior	-	0.9403	94.03%
P-glycoprotein substrate	-	0.8761	87.61%
CYP3A4 substrate	+	0.5285	52.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8428	84.28%
CYP3A4 inhibition	-	0.7940	79.40%
CYP2C9 inhibition	-	0.6797	67.97%
CYP2C19 inhibition	-	0.8050	80.50%
CYP2D6 inhibition	-	0.8794	87.94%
CYP1A2 inhibition	-	0.6633	66.33%
CYP2C8 inhibition	-	0.9421	94.21%
CYP inhibitory promiscuity	-	0.6522	65.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6226	62.26%
Eye corrosion	-	0.9832	98.32%
Eye irritation	+	0.6475	64.75%
Skin irritation	-	0.6202	62.02%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6518	65.18%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5968	59.68%
skin sensitisation	-	0.7233	72.33%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.4739	47.39%
Acute Oral Toxicity (c)	III	0.5802	58.02%
Estrogen receptor binding	-	0.7096	70.96%
Androgen receptor binding	-	0.4833	48.33%
Thyroid receptor binding	-	0.5304	53.04%
Glucocorticoid receptor binding	-	0.5597	55.97%
Aromatase binding	-	0.6954	69.54%
PPAR gamma	-	0.7041	70.41%
Honey bee toxicity	-	0.9032	90.32%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9635	96.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	95.65%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.26%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.91%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.50%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.85%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	85.64%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.86%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.37%	86.33%
CHEMBL4208	P20618	Proteasome component C5	80.44%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 124224
• LOTUS: LTS0178846
• wikiData: Q83016229