[(3R,3aR,5aS,5bR,8S,9aR,10R,10aS,10bS)-10-formyl-9a-hydroxy-3a,5b-dimethyl-3-[(E,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,5,5a,6,7,8,9,10,10a,10b-dodecahydro-1H-cyclopenta[a]fluoren-8-yl] acetate

Details

• Internal ID: 6a4231c4-ccce-48aa-96a0-9c58856283b3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(3R,3aR,5aS,5bR,8S,9aR,10R,10aS,10bS)-10-formyl-9a-hydroxy-3a,5b-dimethyl-3-[(E,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,5,5a,6,7,8,9,10,10a,10b-dodecahydro-1H-cyclopenta[a]fluoren-8-yl] acetate
• InChI: InChI=1S/C31H50O4/c1-8-22(19(2)3)10-9-20(4)24-11-12-25-28-26(14-15-29(24,25)6)30(7)16-13-23(35-21(5)33)17-31(30,34)27(28)18-32/h8,18-20,23-28,34H,9-17H2,1-7H3/b22-8+/t20-,23+,24-,25+,26+,27-,28+,29-,30-,31-/m1/s1
• InChI Key: JRDSIXZVXZHOAZ-HSABDOIUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₀O₄
• Molecular Weight: 486.70 g/mol
• Exact Mass: 486.37091007 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 8.10
• Atomic LogP (AlogP): 6.75
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	-	0.6634	66.34%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8476	84.76%
OATP2B1 inhibitior	-	0.7180	71.80%
OATP1B1 inhibitior	+	0.8214	82.14%
OATP1B3 inhibitior	-	0.3372	33.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7282	72.82%
BSEP inhibitior	+	0.9796	97.96%
P-glycoprotein inhibitior	+	0.6222	62.22%
P-glycoprotein substrate	-	0.5489	54.89%
CYP3A4 substrate	+	0.7371	73.71%
CYP2C9 substrate	-	0.7922	79.22%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.7927	79.27%
CYP2C9 inhibition	-	0.7953	79.53%
CYP2C19 inhibition	-	0.8180	81.80%
CYP2D6 inhibition	-	0.9671	96.71%
CYP1A2 inhibition	-	0.8768	87.68%
CYP2C8 inhibition	+	0.4917	49.17%
CYP inhibitory promiscuity	-	0.8793	87.93%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6477	64.77%
Eye corrosion	-	0.9946	99.46%
Eye irritation	-	0.9525	95.25%
Skin irritation	+	0.6869	68.69%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.6283	62.83%
Human Ether-a-go-go-Related Gene inhibition	-	0.5720	57.20%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6445	64.45%
skin sensitisation	-	0.7482	74.82%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7558	75.58%
Acute Oral Toxicity (c)	I	0.7004	70.04%
Estrogen receptor binding	+	0.7979	79.79%
Androgen receptor binding	+	0.7082	70.82%
Thyroid receptor binding	+	0.5601	56.01%
Glucocorticoid receptor binding	+	0.7314	73.14%
Aromatase binding	+	0.6724	67.24%
PPAR gamma	+	0.6641	66.41%
Honey bee toxicity	-	0.6711	67.11%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.27%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.88%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.25%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.91%	91.11%
CHEMBL240	Q12809	HERG	94.40%	89.76%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.30%	82.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.70%	95.89%
CHEMBL2581	P07339	Cathepsin D	91.42%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	91.36%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.61%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.99%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.61%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	89.26%	91.19%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.20%	89.05%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.88%	95.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.29%	92.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.05%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.70%	94.33%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.45%	97.47%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.92%	98.05%
CHEMBL3837	P07711	Cathepsin L	85.91%	96.61%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.59%	96.61%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.81%	98.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.35%	96.47%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.12%	95.58%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.95%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.87%	95.89%
CHEMBL236	P41143	Delta opioid receptor	82.86%	99.35%
CHEMBL226	P30542	Adenosine A1 receptor	82.78%	95.93%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.45%	85.31%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.28%	94.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.68%	89.50%
CHEMBL237	P41145	Kappa opioid receptor	81.20%	98.10%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.94%	96.77%
CHEMBL4302	P08183	P-glycoprotein 1	80.92%	92.98%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.21%	90.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163032466
• LOTUS: LTS0157590
• wikiData: Q105133857