(1S,2R,3S,7R,10S)-7-hydroperoxy-10-methyl-6-methylidene-3-propan-2-yl-11-oxabicyclo[8.1.0]undecan-2-ol

Details

• Internal ID: 1cb19507-d51d-498a-a19b-ce47e0f611f6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (1S,2R,3S,7R,10S)-7-hydroperoxy-10-methyl-6-methylidene-3-propan-2-yl-11-oxabicyclo[8.1.0]undecan-2-ol
• SMILES (Canonical): CC(C)C1CCC(=C)C(CCC2(C(C1O)O2)C)OO
• SMILES (Isomeric): CC(C)[C@@H]1CCC(=C)[C@@H](CC[C@]2([C@H]([C@@H]1O)O2)C)OO
• InChI: InChI=1S/C15H26O4/c1-9(2)11-6-5-10(3)12(19-17)7-8-15(4)14(18-15)13(11)16/h9,11-14,16-17H,3,5-8H2,1-2,4H3/t11-,12+,13+,14-,15-/m0/s1
• InChI Key: MFHUSFRUEBKKNJ-QRTUWBSPSA-N
• Popularity: 0 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): 62.20 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9504	95.04%
Caco-2	+	0.6087	60.87%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5456	54.56%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.9292	92.92%
OATP1B3 inhibitior	+	0.9240	92.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5321	53.21%
BSEP inhibitior	-	0.8919	89.19%
P-glycoprotein inhibitior	-	0.8872	88.72%
P-glycoprotein substrate	-	0.8062	80.62%
CYP3A4 substrate	+	0.5791	57.91%
CYP2C9 substrate	-	0.6189	61.89%
CYP2D6 substrate	-	0.7189	71.89%
CYP3A4 inhibition	-	0.6834	68.34%
CYP2C9 inhibition	-	0.6330	63.30%
CYP2C19 inhibition	-	0.5840	58.40%
CYP2D6 inhibition	-	0.9106	91.06%
CYP1A2 inhibition	+	0.5336	53.36%
CYP2C8 inhibition	-	0.8276	82.76%
CYP inhibitory promiscuity	-	0.8693	86.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7443	74.43%
Carcinogenicity (trinary)	Non-required	0.6170	61.70%
Eye corrosion	-	0.9764	97.64%
Eye irritation	-	0.7942	79.42%
Skin irritation	-	0.6089	60.89%
Skin corrosion	-	0.9033	90.33%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4382	43.82%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.6958	69.58%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4639	46.39%
Acute Oral Toxicity (c)	III	0.5302	53.02%
Estrogen receptor binding	+	0.5490	54.90%
Androgen receptor binding	-	0.4819	48.19%
Thyroid receptor binding	+	0.6494	64.94%
Glucocorticoid receptor binding	+	0.7405	74.05%
Aromatase binding	-	0.5879	58.79%
PPAR gamma	-	0.5206	52.06%
Honey bee toxicity	-	0.7769	77.69%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9756	97.56%

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	96.64%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.03%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.00%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.05%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.95%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.83%	97.25%
CHEMBL259	P32245	Melanocortin receptor 4	87.97%	95.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.81%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.52%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.00%	97.14%
CHEMBL2581	P07339	Cathepsin D	83.73%	98.95%
CHEMBL1871	P10275	Androgen Receptor	82.53%	96.43%

Plants that contains it

• Teucrium polium

Cross-Links

• PubChem: 86302418
• LOTUS: LTS0023720
• wikiData: Q105162684