(1S,2R,5S,7S)-7,9-dihydroxy-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undec-8-ene-10,11-dione

Details

• Internal ID: ea13468c-4fac-4927-af46-ccd3f7d1a5d8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Cedrane and isocedrane sesquiterpenoids
• IUPAC Name: (1S,2R,5S,7S)-7,9-dihydroxy-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undec-8-ene-10,11-dione
• SMILES (Canonical): CC1CCC2C13C(=O)C(=C(C(C3=O)(C2(C)C)O)C)O
• SMILES (Isomeric): C[C@@H]1CC[C@@H]2[C@]13C(=O)C(=C([C@](C3=O)(C2(C)C)O)C)O
• InChI: InChI=1S/C15H20O4/c1-7-5-6-9-13(3,4)15(19)8(2)10(16)11(17)14(7,9)12(15)18/h7,9,16,19H,5-6H2,1-4H3/t7-,9+,14+,15+/m1/s1
• InChI Key: DQTCTAZFEKIZCZ-ZWZLLUCSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.77
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9700	97.00%
Caco-2	+	0.5150	51.50%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5873	58.73%
OATP2B1 inhibitior	-	0.8493	84.93%
OATP1B1 inhibitior	+	0.9385	93.85%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9775	97.75%
P-glycoprotein inhibitior	-	0.8990	89.90%
P-glycoprotein substrate	-	0.8696	86.96%
CYP3A4 substrate	+	0.5355	53.55%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.8676	86.76%
CYP2C9 inhibition	-	0.6043	60.43%
CYP2C19 inhibition	-	0.8321	83.21%
CYP2D6 inhibition	-	0.8819	88.19%
CYP1A2 inhibition	-	0.6286	62.86%
CYP2C8 inhibition	-	0.8757	87.57%
CYP inhibitory promiscuity	-	0.7607	76.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5972	59.72%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.6590	65.90%
Skin irritation	+	0.5839	58.39%
Skin corrosion	-	0.8767	87.67%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5853	58.53%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.5620	56.20%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5391	53.91%
Acute Oral Toxicity (c)	III	0.4723	47.23%
Estrogen receptor binding	+	0.6167	61.67%
Androgen receptor binding	-	0.4817	48.17%
Thyroid receptor binding	+	0.5719	57.19%
Glucocorticoid receptor binding	-	0.6163	61.63%
Aromatase binding	-	0.6025	60.25%
PPAR gamma	-	0.5571	55.71%
Honey bee toxicity	-	0.9324	93.24%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9755	97.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.42%	83.82%
CHEMBL1937	Q92769	Histone deacetylase 2	90.24%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.97%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.84%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.17%	97.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.60%	90.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.42%	99.23%
CHEMBL1902	P62942	FK506-binding protein 1A	82.12%	97.05%
CHEMBL2581	P07339	Cathepsin D	82.06%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.97%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.31%	85.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.23%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.19%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101316835
• LOTUS: LTS0247919
• wikiData: Q104987135