(1R,2S,3R,4R,6R,8S,9S)-3,9-dimethyl-6-propan-2-yl-10,11-dioxatricyclo[7.2.1.02,8]dodecane-3,4-diol

Details

• Internal ID: de4074e9-218a-432e-b20a-5d668cdf843b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2S,3R,4R,6R,8S,9S)-3,9-dimethyl-6-propan-2-yl-10,11-dioxatricyclo[7.2.1.02,8]dodecane-3,4-diol
• InChI: InChI=1S/C15H26O4/c1-8(2)9-5-10-13(15(4,17)12(16)6-9)11-7-14(10,3)19-18-11/h8-13,16-17H,5-7H2,1-4H3/t9-,10+,11-,12-,13+,14+,15+/m1/s1
• InChI Key: USEWIKYKYDMBSN-NNEGLZRWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₄
• Molecular Weight: 270.36 g/mol
• Exact Mass: 270.18310931 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9223	92.23%
Caco-2	+	0.4909	49.09%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4989	49.89%
OATP2B1 inhibitior	-	0.8514	85.14%
OATP1B1 inhibitior	+	0.9305	93.05%
OATP1B3 inhibitior	+	0.9324	93.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9389	93.89%
P-glycoprotein inhibitior	-	0.9353	93.53%
P-glycoprotein substrate	-	0.7076	70.76%
CYP3A4 substrate	+	0.5905	59.05%
CYP2C9 substrate	-	0.7947	79.47%
CYP2D6 substrate	-	0.7163	71.63%
CYP3A4 inhibition	-	0.9047	90.47%
CYP2C9 inhibition	-	0.8832	88.32%
CYP2C19 inhibition	-	0.8208	82.08%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.7340	73.40%
CYP2C8 inhibition	-	0.8324	83.24%
CYP inhibitory promiscuity	-	0.9828	98.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5821	58.21%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9298	92.98%
Skin irritation	-	0.6678	66.78%
Skin corrosion	-	0.8909	89.09%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6577	65.77%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5101	51.01%
skin sensitisation	-	0.8033	80.33%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6209	62.09%
Acute Oral Toxicity (c)	III	0.4373	43.73%
Estrogen receptor binding	-	0.5366	53.66%
Androgen receptor binding	-	0.5057	50.57%
Thyroid receptor binding	+	0.6645	66.45%
Glucocorticoid receptor binding	-	0.4903	49.03%
Aromatase binding	-	0.6156	61.56%
PPAR gamma	-	0.6081	60.81%
Honey bee toxicity	-	0.7246	72.46%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8745	87.45%

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	95.60%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.55%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.10%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.98%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.22%	96.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.22%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.85%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.74%	97.79%
CHEMBL206	P03372	Estrogen receptor alpha	85.27%	97.64%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.97%	96.61%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.26%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.85%	97.09%
CHEMBL299	P17252	Protein kinase C alpha	82.70%	98.03%

Plants that contains it

• Croton arboreus

Cross-Links

• PubChem: 163189423
• LOTUS: LTS0196945
• wikiData: Q103816555