methyl 2-[(1S,2S,3aS,4R,5R,7aS)-2-hydroxy-1,3a,4,7a-tetramethyl-6-oxo-1,2,3,4,5,7-hexahydroinden-5-yl]acetate

Details

• Internal ID: 78a69ce2-0fa0-4f35-b1e9-6e3914300734
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl 2-[(1S,2S,3aS,4R,5R,7aS)-2-hydroxy-1,3a,4,7a-tetramethyl-6-oxo-1,2,3,4,5,7-hexahydroinden-5-yl]acetate
• SMILES (Canonical): CC1C(CC2(C1(CC(=O)C(C2C)CC(=O)OC)C)C)O
• SMILES (Isomeric): C[C@@H]1[C@H](C[C@@]2([C@]1(CC(=O)[C@@H]([C@H]2C)CC(=O)OC)C)C)O
• InChI: InChI=1S/C16H26O4/c1-9-11(6-14(19)20-5)13(18)8-16(4)10(2)12(17)7-15(9,16)3/h9-12,17H,6-8H2,1-5H3/t9-,10-,11-,12+,15+,16+/m1/s1
• InChI Key: BCDMBQQUZUNEAL-WIYAMZDGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₄
• Molecular Weight: 282.37 g/mol
• Exact Mass: 282.18310931 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9803	98.03%
Caco-2	+	0.7171	71.71%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7309	73.09%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.8671	86.71%
OATP1B3 inhibitior	+	0.8699	86.99%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8282	82.82%
P-glycoprotein inhibitior	-	0.7724	77.24%
P-glycoprotein substrate	-	0.6717	67.17%
CYP3A4 substrate	+	0.5835	58.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8334	83.34%
CYP3A4 inhibition	-	0.7144	71.44%
CYP2C9 inhibition	-	0.9066	90.66%
CYP2C19 inhibition	-	0.9654	96.54%
CYP2D6 inhibition	-	0.9623	96.23%
CYP1A2 inhibition	-	0.9107	91.07%
CYP2C8 inhibition	-	0.9345	93.45%
CYP inhibitory promiscuity	-	0.9760	97.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8730	87.30%
Carcinogenicity (trinary)	Non-required	0.7229	72.29%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8045	80.45%
Skin irritation	+	0.4914	49.14%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.7628	76.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8354	83.54%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5751	57.51%
Acute Oral Toxicity (c)	III	0.5345	53.45%
Estrogen receptor binding	+	0.5881	58.81%
Androgen receptor binding	+	0.5424	54.24%
Thyroid receptor binding	-	0.5512	55.12%
Glucocorticoid receptor binding	-	0.6016	60.16%
Aromatase binding	-	0.7066	70.66%
PPAR gamma	-	0.7597	75.97%
Honey bee toxicity	-	0.8954	89.54%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9691	96.91%

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	98.07%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.65%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.63%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.83%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.28%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.87%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.28%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.34%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.27%	94.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.80%	93.00%

Plants that contains it

• Porella platyphylla

Cross-Links

• PubChem: 162957614
• LOTUS: LTS0032246
• wikiData: Q104923233