(7alpha)-1beta-Methyl-2beta,6alpha-dihydroxy-5-methoxymethyl-8beta-isopropylbicyclo[5.3.0]deca-4-ene

Details

• Internal ID: 97900347-5391-4e9d-bc46-599ce1670109
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (3R,3aS,4R,8S,8aS)-5-(methoxymethyl)-8a-methyl-3-propan-2-yl-2,3,3a,4,7,8-hexahydro-1H-azulene-4,8-diol
• SMILES (Canonical): CC(C)C1CCC2(C1C(C(=CCC2O)COC)O)C
• SMILES (Isomeric): CC(C)[C@H]1CC[C@]2([C@H]1[C@H](C(=CC[C@@H]2O)COC)O)C
• InChI: InChI=1S/C16H28O3/c1-10(2)12-7-8-16(3)13(17)6-5-11(9-19-4)15(18)14(12)16/h5,10,12-15,17-18H,6-9H2,1-4H3/t12-,13+,14-,15+,16-/m1/s1
• InChI Key: ANVPCBOTQZGVJG-DGADGQDISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₃
• Molecular Weight: 268.39 g/mol
• Exact Mass: 268.20384475 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.7722	77.22%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5556	55.56%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.9244	92.44%
OATP1B3 inhibitior	+	0.9508	95.08%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7583	75.83%
BSEP inhibitior	-	0.9287	92.87%
P-glycoprotein inhibitior	-	0.9036	90.36%
P-glycoprotein substrate	-	0.7616	76.16%
CYP3A4 substrate	+	0.6439	64.39%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7010	70.10%
CYP3A4 inhibition	-	0.8333	83.33%
CYP2C9 inhibition	-	0.5939	59.39%
CYP2C19 inhibition	-	0.7579	75.79%
CYP2D6 inhibition	-	0.9409	94.09%
CYP1A2 inhibition	-	0.7110	71.10%
CYP2C8 inhibition	-	0.7153	71.53%
CYP inhibitory promiscuity	-	0.9102	91.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6083	60.83%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.8969	89.69%
Skin irritation	-	0.6779	67.79%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4852	48.52%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5577	55.77%
skin sensitisation	-	0.7123	71.23%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6960	69.60%
Acute Oral Toxicity (c)	III	0.3886	38.86%
Estrogen receptor binding	-	0.6279	62.79%
Androgen receptor binding	+	0.5884	58.84%
Thyroid receptor binding	-	0.4903	49.03%
Glucocorticoid receptor binding	-	0.6553	65.53%
Aromatase binding	-	0.7997	79.97%
PPAR gamma	-	0.7279	72.79%
Honey bee toxicity	-	0.8694	86.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8968	89.68%

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	98.13%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.14%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.59%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.59%	95.89%
CHEMBL1871	P10275	Androgen Receptor	89.37%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.73%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.72%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.50%	96.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.23%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.93%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.83%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.94%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	82.26%	95.93%

Plants that contains it

• Erigeron sumatrensis

Cross-Links

• PubChem: 10934471
• LOTUS: LTS0030603
• wikiData: Q104915468