(1S,2R,3R,5R,6S,8S)-3-hydroxy-8-(hydroxymethyl)-5-(2-hydroxypropan-2-yl)-2-methyltricyclo[4.4.0.02,8]decan-7-one

Details

• Internal ID: aeb4214d-f147-4481-b7c6-c30f3132ac99
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2R,3R,5R,6S,8S)-3-hydroxy-8-(hydroxymethyl)-5-(2-hydroxypropan-2-yl)-2-methyltricyclo[4.4.0.02,8]decan-7-one
• SMILES (Canonical): CC12C3CCC1(C(=O)C3C(CC2O)C(C)(C)O)CO
• SMILES (Isomeric): C[C@@]12[C@H]3CC[C@@]1(C(=O)[C@@H]3[C@@H](C[C@H]2O)C(C)(C)O)CO
• InChI: InChI=1S/C15H24O4/c1-13(2,19)9-6-10(17)14(3)8-4-5-15(14,7-16)12(18)11(8)9/h8-11,16-17,19H,4-7H2,1-3H3/t8-,9+,10+,11-,14-,15-/m0/s1
• InChI Key: YMTYFTKSIONRCB-KRNVMFLBSA-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): 77.80 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.73
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7283	72.83%
OATP2B1 inhibitior	-	0.8429	84.29%
OATP1B1 inhibitior	+	0.9009	90.09%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7542	75.42%
BSEP inhibitior	-	0.8643	86.43%
P-glycoprotein inhibitior	-	0.9379	93.79%
P-glycoprotein substrate	-	0.7000	70.00%
CYP3A4 substrate	+	0.6254	62.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8013	80.13%
CYP3A4 inhibition	-	0.9052	90.52%
CYP2C9 inhibition	-	0.7515	75.15%
CYP2C19 inhibition	-	0.8697	86.97%
CYP2D6 inhibition	-	0.9595	95.95%
CYP1A2 inhibition	-	0.7847	78.47%
CYP2C8 inhibition	-	0.8422	84.22%
CYP inhibitory promiscuity	-	0.9301	93.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7244	72.44%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8688	86.88%
Skin irritation	-	0.6145	61.45%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7573	75.73%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.5417	54.17%
skin sensitisation	-	0.8518	85.18%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7082	70.82%
Acute Oral Toxicity (c)	III	0.5988	59.88%
Estrogen receptor binding	-	0.6001	60.01%
Androgen receptor binding	+	0.6591	65.91%
Thyroid receptor binding	-	0.6372	63.72%
Glucocorticoid receptor binding	+	0.5835	58.35%
Aromatase binding	-	0.6382	63.82%
PPAR gamma	-	0.6674	66.74%
Honey bee toxicity	-	0.8931	89.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9131	91.31%

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	97.18%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.81%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.11%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.60%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.56%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	90.16%	97.79%
CHEMBL1871	P10275	Androgen Receptor	88.22%	96.43%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.59%	93.04%
CHEMBL2581	P07339	Cathepsin D	86.07%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.05%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.05%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.69%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.02%	86.33%

Plants that contains it

• Dendrobium nobile

Cross-Links

• PubChem: 163067475
• LOTUS: LTS0229573
• wikiData: Q105350733