(10R,13S,14S,17S)-17-[(2R)-5-[(1R)-1,2-dihydroxy-2-methylpropyl]-2-hydroxyoxolan-3-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

Details

• Internal ID: 1f7a1f1b-0f80-494f-8f09-f11cbf12886f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (10R,13S,14S,17S)-17-[(2R)-5-[(1R)-1,2-dihydroxy-2-methylpropyl]-2-hydroxyoxolan-3-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
• SMILES (Canonical): CC1(C2CC=C3C(C2(CCC1=O)C)CCC4(C3(CCC4C5CC(OC5O)C(C(C)(C)O)O)C)C)C
• SMILES (Isomeric): C[C@@]12CCC3C(=CCC4[C@@]3(CCC(=O)C4(C)C)C)[C@]1(CC[C@H]2C5CC(O[C@H]5O)[C@H](C(C)(C)O)O)C
• InChI: InChI=1S/C30H48O5/c1-26(2)22-9-8-20-19(28(22,5)13-12-23(26)31)11-15-29(6)18(10-14-30(20,29)7)17-16-21(35-25(17)33)24(32)27(3,4)34/h8,17-19,21-22,24-25,32-34H,9-16H2,1-7H3/t17?,18-,19?,21?,22?,24+,25+,28+,29-,30+/m0/s1
• InChI Key: AOVNJUKMQOLLCG-RORBBFRLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₅
• Molecular Weight: 488.70 g/mol
• Exact Mass: 488.35017463 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.02
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	-	0.5335	53.35%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7841	78.41%
OATP2B1 inhibitior	-	0.5712	57.12%
OATP1B1 inhibitior	+	0.8693	86.93%
OATP1B3 inhibitior	+	0.8574	85.74%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	+	0.6078	60.78%
P-glycoprotein inhibitior	-	0.5870	58.70%
P-glycoprotein substrate	-	0.6336	63.36%
CYP3A4 substrate	+	0.7059	70.59%
CYP2C9 substrate	-	0.8165	81.65%
CYP2D6 substrate	-	0.8437	84.37%
CYP3A4 inhibition	-	0.7626	76.26%
CYP2C9 inhibition	-	0.7758	77.58%
CYP2C19 inhibition	-	0.7461	74.61%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	-	0.6627	66.27%
CYP2C8 inhibition	+	0.6401	64.01%
CYP inhibitory promiscuity	-	0.8847	88.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4804	48.04%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9548	95.48%
Skin irritation	+	0.5387	53.87%
Skin corrosion	-	0.9206	92.06%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4916	49.16%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5340	53.40%
skin sensitisation	-	0.8078	80.78%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6093	60.93%
Acute Oral Toxicity (c)	I	0.4909	49.09%
Estrogen receptor binding	+	0.6694	66.94%
Androgen receptor binding	+	0.7369	73.69%
Thyroid receptor binding	+	0.6527	65.27%
Glucocorticoid receptor binding	+	0.7845	78.45%
Aromatase binding	+	0.6585	65.85%
PPAR gamma	+	0.5419	54.19%
Honey bee toxicity	-	0.7424	74.24%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9959	99.59%

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	98.46%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.04%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.03%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.36%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.03%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.00%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.84%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.94%	90.71%
CHEMBL1914	P06276	Butyrylcholinesterase	85.83%	95.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.79%	93.04%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.60%	96.77%
CHEMBL2581	P07339	Cathepsin D	83.36%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.98%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.43%	94.45%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.97%	100.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.71%	94.78%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.82%	83.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.41%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.37%	86.33%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 10028469
• NPASS: NPC18104