Tsugicoline C

Details

• Internal ID: 043b6f70-8a5c-46b8-b6a0-66e1f05815b2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Illudanes and illudins
• IUPAC Name: (1S,2R,4S,4aR,7aS,7bR)-3-(hydroxymethyl)-6,6,7b-trimethyl-2,4,4a,5,7,7a-hexahydro-1H-cyclobuta[e]indene-1,2,4-triol
• SMILES (Canonical): CC1(CC2C(C1)C3(C(C(C3=C(C2O)CO)O)O)C)C
• SMILES (Isomeric): C[C@@]12[C@H]3CC(C[C@H]3[C@@H](C(=C1[C@H]([C@H]2O)O)CO)O)(C)C
• InChI: InChI=1S/C15H24O4/c1-14(2)4-7-9(5-14)15(3)10(12(18)13(15)19)8(6-16)11(7)17/h7,9,11-13,16-19H,4-6H2,1-3H3/t7-,9+,11+,12-,13-,15-/m1/s1
• InChI Key: GFJGHZKBHYFKJR-IPJPPINDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.44
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• (1S,2R,4S,4aR,7aS,7bR)-3-(hydroxymethyl)-6,6,7b-trimethyl-2,4,4a,5,7,7a-hexahydro-1H-cyclobuta[e]indene-1,2,4-triol
• (1S,2R,4S,4aR,7aS,7bR)-3-(hydroxymethyl)-6,6,7b-trimethyl-2,4,4a,5,7,7a-hexahydro-1H-cyclobuta(e)indene-1,2,4-triol
• RefChem:192398
• CHEBI:225116

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9691	96.91%
Caco-2	-	0.6777	67.77%
Blood Brain Barrier	+	0.7135	71.35%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6443	64.43%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.9337	93.37%
OATP1B3 inhibitior	+	0.9074	90.74%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8067	80.67%
BSEP inhibitior	-	0.8519	85.19%
P-glycoprotein inhibitior	-	0.9217	92.17%
P-glycoprotein substrate	-	0.8667	86.67%
CYP3A4 substrate	-	0.5239	52.39%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.7438	74.38%
CYP3A4 inhibition	-	0.8173	81.73%
CYP2C9 inhibition	-	0.7480	74.80%
CYP2C19 inhibition	-	0.8115	81.15%
CYP2D6 inhibition	-	0.9104	91.04%
CYP1A2 inhibition	-	0.7728	77.28%
CYP2C8 inhibition	-	0.8489	84.89%
CYP inhibitory promiscuity	-	0.7866	78.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6617	66.17%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.7823	78.23%
Skin irritation	-	0.6607	66.07%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.6286	62.86%
Human Ether-a-go-go-Related Gene inhibition	-	0.6279	62.79%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7986	79.86%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6854	68.54%
Acute Oral Toxicity (c)	III	0.6221	62.21%
Estrogen receptor binding	+	0.5608	56.08%
Androgen receptor binding	-	0.6283	62.83%
Thyroid receptor binding	+	0.6061	60.61%
Glucocorticoid receptor binding	-	0.4765	47.65%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6455	64.55%
Honey bee toxicity	-	0.9004	90.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9888	98.88%

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	97.07%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.69%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.70%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.38%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.76%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.62%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.74%	95.93%
CHEMBL2996	Q05655	Protein kinase C delta	81.55%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	80.50%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586592
• LOTUS: LTS0188812
• wikiData: Q77509948