[(3aS,3bS,5S,6aR,7S,7aR)-3b,7-dihydroxy-3,3,7a-trimethyl-4-methylidene-2,3a,5,6,6a,7-hexahydro-1H-cyclopenta[a]pentalen-5-yl] acetate

Details

• Internal ID: 70667101-c0d5-40cf-9cd7-0bc6529821b4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Linear triquinanes > Capnellane and isocapnellane sesquiterpenoids
• IUPAC Name: [(3aS,3bS,5S,6aR,7S,7aR)-3b,7-dihydroxy-3,3,7a-trimethyl-4-methylidene-2,3a,5,6,6a,7-hexahydro-1H-cyclopenta[a]pentalen-5-yl] acetate
• InChI: InChI=1S/C17H26O4/c1-9-12(21-10(2)18)8-11-13(19)16(5)7-6-15(3,4)14(16)17(9,11)20/h11-14,19-20H,1,6-8H2,2-5H3/t11-,12+,13+,14+,16+,17-/m1/s1
• InChI Key: JKUMOPTUUOCFNV-INSRFAMQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₄
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.18310931 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.04
• H-Bond Acceptor: 4
• 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	+	0.9730	97.30%
Caco-2	-	0.6574	65.74%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6727	67.27%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.9168	91.68%
OATP1B3 inhibitior	-	0.4594	45.94%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	-	0.9199	91.99%
P-glycoprotein inhibitior	-	0.8399	83.99%
P-glycoprotein substrate	-	0.8205	82.05%
CYP3A4 substrate	+	0.6483	64.83%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.8255	82.55%
CYP2C9 inhibition	-	0.6793	67.93%
CYP2C19 inhibition	-	0.7816	78.16%
CYP2D6 inhibition	-	0.9376	93.76%
CYP1A2 inhibition	-	0.5247	52.47%
CYP2C8 inhibition	-	0.8217	82.17%
CYP inhibitory promiscuity	-	0.8813	88.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6085	60.85%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.8287	82.87%
Skin irritation	+	0.5629	56.29%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5624	56.24%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6703	67.03%
skin sensitisation	-	0.6388	63.88%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5846	58.46%
Acute Oral Toxicity (c)	I	0.3138	31.38%
Estrogen receptor binding	+	0.5364	53.64%
Androgen receptor binding	+	0.5554	55.54%
Thyroid receptor binding	+	0.5699	56.99%
Glucocorticoid receptor binding	-	0.5077	50.77%
Aromatase binding	+	0.5812	58.12%
PPAR gamma	-	0.6103	61.03%
Honey bee toxicity	-	0.7430	74.30%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9883	98.83%

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	96.81%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.05%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.33%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.54%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	86.18%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.92%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.58%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.41%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.19%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.08%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.41%	86.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.20%	85.30%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163185296
• LOTUS: LTS0003245
• wikiData: Q105130530