(1R,3aR,5aR,5bR,7aR,11R,11aR,11bS,13aS,13bR)-11-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-one

Details

• Internal ID: 61fe549a-f87e-4aa2-880a-33ffc3deb78e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,3aR,5aR,5bR,7aR,11R,11aR,11bS,13aS,13bR)-11-hydroxy-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-one
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CCC4C(C3(CC2)C)(CCC5C4(C(CC(=O)C5(C)C)O)C)C)C
• SMILES (Isomeric): CC(=C)[C@@H]1CC[C@]2([C@H]1[C@@H]3CC[C@H]4[C@]([C@@]3(CC2)C)(CC[C@@H]5[C@@]4([C@@H](CC(=O)C5(C)C)O)C)C)C
• InChI: InChI=1S/C30H48O2/c1-18(2)19-11-13-27(5)15-16-28(6)20(25(19)27)9-10-22-29(28,7)14-12-21-26(3,4)23(31)17-24(32)30(21,22)8/h19-22,24-25,32H,1,9-17H2,2-8H3/t19-,20-,21-,22-,24+,25+,27+,28+,29+,30-/m0/s1
• InChI Key: POKGESLRCWHPFR-MOQBHFQDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₂
• Molecular Weight: 440.70 g/mol
• Exact Mass: 440.365430770 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 8.60
• Atomic LogP (AlogP): 7.20
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5493	54.93%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5450	54.50%
OATP2B1 inhibitior	-	0.7184	71.84%
OATP1B1 inhibitior	+	0.8823	88.23%
OATP1B3 inhibitior	-	0.2189	21.89%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.8656	86.56%
P-glycoprotein inhibitior	-	0.7337	73.37%
P-glycoprotein substrate	-	0.6942	69.42%
CYP3A4 substrate	+	0.6625	66.25%
CYP2C9 substrate	-	0.8495	84.95%
CYP2D6 substrate	-	0.7671	76.71%
CYP3A4 inhibition	-	0.8975	89.75%
CYP2C9 inhibition	-	0.8626	86.26%
CYP2C19 inhibition	-	0.6669	66.69%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.7665	76.65%
CYP2C8 inhibition	+	0.4491	44.91%
CYP inhibitory promiscuity	-	0.8683	86.83%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5010	50.10%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8735	87.35%
Skin irritation	+	0.6910	69.10%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4103	41.03%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.7681	76.81%
skin sensitisation	+	0.4950	49.50%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.7983	79.83%
Acute Oral Toxicity (c)	I	0.5185	51.85%
Estrogen receptor binding	+	0.7693	76.93%
Androgen receptor binding	+	0.7757	77.57%
Thyroid receptor binding	+	0.6474	64.74%
Glucocorticoid receptor binding	+	0.8162	81.62%
Aromatase binding	+	0.7290	72.90%
PPAR gamma	+	0.6312	63.12%
Honey bee toxicity	-	0.6945	69.45%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9918	99.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.83%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.49%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	92.28%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.76%	82.69%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.24%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.97%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.39%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.99%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.29%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.68%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.06%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	81.79%	95.38%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.70%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.63%	90.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.61%	93.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.59%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.21%	86.33%

Plants that contains it

• Glochidion sphaerogynum
• Glochidion zeylanicum
• Maytenus chiapensis
• Maytenus cuzcoina

Cross-Links

• PubChem: 44559215
• NPASS: NPC57469
• LOTUS: LTS0195828
• wikiData: Q105212471