3-(5-ethyl-3-hydroxy-6-methylheptan-2-yl)-3a,5b-dimethyl-10-(oxiran-2-yl)-2,3,4,5,5a,6,7,8,9,10,10a,10b-dodecahydro-1H-cyclopenta[a]fluorene-8,9a-diol

Details

• Internal ID: ec38762a-df6b-4a68-bd3b-e20cece872b8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3-(5-ethyl-3-hydroxy-6-methylheptan-2-yl)-3a,5b-dimethyl-10-(oxiran-2-yl)-2,3,4,5,5a,6,7,8,9,10,10a,10b-dodecahydro-1H-cyclopenta[a]fluorene-8,9a-diol
• SMILES (Canonical): CCC(CC(C(C)C1CCC2C1(CCC3C2C(C4(C3(CCC(C4)O)C)O)C5CO5)C)O)C(C)C
• SMILES (Isomeric): CCC(CC(C(C)C1CCC2C1(CCC3C2C(C4(C3(CCC(C4)O)C)O)C5CO5)C)O)C(C)C
• InChI: InChI=1S/C30H52O4/c1-7-19(17(2)3)14-24(32)18(4)21-8-9-22-26-23(11-12-28(21,22)5)29(6)13-10-20(31)15-30(29,33)27(26)25-16-34-25/h17-27,31-33H,7-16H2,1-6H3
• InChI Key: GVYIQRILCADNKE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₂O₄
• Molecular Weight: 476.70 g/mol
• Exact Mass: 476.38656014 g/mol
• Topological Polar Surface Area (TPSA): 73.20 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.43
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9818	98.18%
Caco-2	-	0.6904	69.04%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5476	54.76%
OATP2B1 inhibitior	-	0.5775	57.75%
OATP1B1 inhibitior	+	0.8186	81.86%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8083	80.83%
BSEP inhibitior	-	0.6057	60.57%
P-glycoprotein inhibitior	-	0.6186	61.86%
P-glycoprotein substrate	+	0.6193	61.93%
CYP3A4 substrate	+	0.7144	71.44%
CYP2C9 substrate	-	0.6031	60.31%
CYP2D6 substrate	-	0.7288	72.88%
CYP3A4 inhibition	-	0.6611	66.11%
CYP2C9 inhibition	-	0.6827	68.27%
CYP2C19 inhibition	-	0.7810	78.10%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.8276	82.76%
CYP2C8 inhibition	+	0.5288	52.88%
CYP inhibitory promiscuity	-	0.7304	73.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6792	67.92%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.6948	69.48%
Skin corrosion	-	0.9431	94.31%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4039	40.39%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5825	58.25%
skin sensitisation	-	0.8411	84.11%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8999	89.99%
Acute Oral Toxicity (c)	III	0.4196	41.96%
Estrogen receptor binding	+	0.6573	65.73%
Androgen receptor binding	+	0.7562	75.62%
Thyroid receptor binding	+	0.5728	57.28%
Glucocorticoid receptor binding	+	0.6459	64.59%
Aromatase binding	+	0.6007	60.07%
PPAR gamma	+	0.5519	55.19%
Honey bee toxicity	-	0.7254	72.54%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9551	95.51%

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	98.81%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	96.86%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	95.88%	98.35%
CHEMBL206	P03372	Estrogen receptor alpha	93.85%	97.64%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	93.33%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.80%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.72%	100.00%
CHEMBL2581	P07339	Cathepsin D	91.71%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.58%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.79%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.63%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.57%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.18%	85.31%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.59%	95.58%
CHEMBL236	P41143	Delta opioid receptor	85.47%	99.35%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.39%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.05%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	84.97%	97.79%
CHEMBL3837	P07711	Cathepsin L	84.59%	96.61%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.58%	90.71%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	83.64%	95.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.49%	97.14%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.20%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.53%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.24%	82.69%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.14%	98.75%
CHEMBL1871	P10275	Androgen Receptor	81.38%	96.43%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.06%	97.28%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.68%	92.86%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.40%	94.66%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.03%	98.05%

Plants that contains it

• Taiwania cryptomerioides

Cross-Links

• PubChem: 162971483
• LOTUS: LTS0160538
• wikiData: Q105022030