6,10-Dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-ene-2,8-diol

Details

• Internal ID: 0cf554db-bee1-4383-a54e-ed8298efc63e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: 6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-ene-2,8-diol
• SMILES (Canonical): CC1=CC(CC2(C(O2)C(C(CC1)C(C)C)O)C)O
• SMILES (Isomeric): CC1=CC(CC2(C(O2)C(C(CC1)C(C)C)O)C)O
• InChI: InChI=1S/C15H26O3/c1-9(2)12-6-5-10(3)7-11(16)8-15(4)14(18-15)13(12)17/h7,9,11-14,16-17H,5-6,8H2,1-4H3
• InChI Key: SIRCULICGXIYIW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 53.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.27
• H-Bond Acceptor: 3
• 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	+	0.9874	98.74%
Caco-2	+	0.7485	74.85%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4489	44.89%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9299	92.99%
OATP1B3 inhibitior	+	0.9690	96.90%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8945	89.45%
P-glycoprotein inhibitior	-	0.9428	94.28%
P-glycoprotein substrate	-	0.8410	84.10%
CYP3A4 substrate	+	0.5618	56.18%
CYP2C9 substrate	-	0.6219	62.19%
CYP2D6 substrate	-	0.6974	69.74%
CYP3A4 inhibition	-	0.8012	80.12%
CYP2C9 inhibition	-	0.6914	69.14%
CYP2C19 inhibition	-	0.6123	61.23%
CYP2D6 inhibition	-	0.9232	92.32%
CYP1A2 inhibition	-	0.5344	53.44%
CYP2C8 inhibition	-	0.9157	91.57%
CYP inhibitory promiscuity	-	0.8894	88.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5563	55.63%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.8740	87.40%
Skin irritation	-	0.5312	53.12%
Skin corrosion	-	0.9100	91.00%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6010	60.10%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.5908	59.08%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5994	59.94%
Acute Oral Toxicity (c)	III	0.5264	52.64%
Estrogen receptor binding	-	0.7805	78.05%
Androgen receptor binding	+	0.5301	53.01%
Thyroid receptor binding	+	0.6123	61.23%
Glucocorticoid receptor binding	+	0.5489	54.89%
Aromatase binding	-	0.8304	83.04%
PPAR gamma	-	0.7090	70.90%
Honey bee toxicity	-	0.8950	89.50%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7612	76.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.34%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.94%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.12%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.18%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	86.99%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.20%	93.56%
CHEMBL259	P32245	Melanocortin receptor 4	84.88%	95.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.22%	95.56%
CHEMBL1871	P10275	Androgen Receptor	82.97%	96.43%
CHEMBL226	P30542	Adenosine A1 receptor	82.81%	95.93%
CHEMBL2581	P07339	Cathepsin D	82.28%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.18%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.84%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.70%	95.89%

Plants that contains it

• Santolina chamaecyparissus

Cross-Links

• PubChem: 75051826
• LOTUS: LTS0073158
• wikiData: Q105253981