(1R,2R,3S,6R,9R)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecane-2,3-diol

Details

• Internal ID: 3e86bf30-b8e2-4b1d-bed5-1808c2fd668e
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1R,2R,3S,6R,9R)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.01,6]dodecane-2,3-diol
• SMILES (Canonical): CC1(C2CCC3CCC(C(C3(C2)O1)(C)O)O)C
• SMILES (Isomeric): C[C@]1([C@H](CC[C@@H]2[C@]13C[C@@H](CC2)C(O3)(C)C)O)O
• InChI: InChI=1S/C14H24O3/c1-12(2)10-5-4-9-6-7-11(15)13(3,16)14(9,8-10)17-12/h9-11,15-16H,4-8H2,1-3H3/t9-,10-,11+,13-,14-/m1/s1
• InChI Key: NFZXHQBASUTQCO-KHQUWSPVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₄O₃
• Molecular Weight: 240.34 g/mol
• Exact Mass: 240.17254462 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 3
• 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	+	0.9810	98.10%
Caco-2	+	0.6477	64.77%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5873	58.73%
OATP2B1 inhibitior	-	0.8486	84.86%
OATP1B1 inhibitior	+	0.9631	96.31%
OATP1B3 inhibitior	+	0.9524	95.24%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9300	93.00%
P-glycoprotein inhibitior	-	0.9551	95.51%
P-glycoprotein substrate	-	0.8820	88.20%
CYP3A4 substrate	+	0.5571	55.71%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.7471	74.71%
CYP3A4 inhibition	-	0.9351	93.51%
CYP2C9 inhibition	-	0.8218	82.18%
CYP2C19 inhibition	-	0.6916	69.16%
CYP2D6 inhibition	-	0.9534	95.34%
CYP1A2 inhibition	-	0.7555	75.55%
CYP2C8 inhibition	-	0.8830	88.30%
CYP inhibitory promiscuity	-	0.9433	94.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5626	56.26%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.6310	63.10%
Skin irritation	-	0.6210	62.10%
Skin corrosion	-	0.8925	89.25%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6319	63.19%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6321	63.21%
skin sensitisation	-	0.7782	77.82%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7234	72.34%
Acute Oral Toxicity (c)	III	0.4661	46.61%
Estrogen receptor binding	+	0.6360	63.60%
Androgen receptor binding	-	0.6652	66.52%
Thyroid receptor binding	+	0.5388	53.88%
Glucocorticoid receptor binding	+	0.6291	62.91%
Aromatase binding	-	0.5384	53.84%
PPAR gamma	-	0.7472	74.72%
Honey bee toxicity	-	0.9486	94.86%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8572	85.72%

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	91.01%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.30%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.75%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.12%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.00%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.88%	95.89%
CHEMBL1871	P10275	Androgen Receptor	81.70%	96.43%

Plants that contains it

• Maytenus boaria

Cross-Links

• PubChem: 162961928
• LOTUS: LTS0026393
• wikiData: Q105178782