(2S)-2-[(1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-9-oxo-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-1-yl]propanal

Details

• Internal ID: 84133d9d-1187-41bd-9594-a4d6662a553c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S)-2-[(1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-9-oxo-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-1-yl]propanal
• SMILES (Canonical): CC(C=O)C1CCC2(C1C3CCC4C5(CCC(=O)C(C5CCC4(C3(CC2)C)C)(C)C)C)C
• SMILES (Isomeric): C[C@H](C=O)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CCC(=O)C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)C)C
• InChI: InChI=1S/C30H48O2/c1-19(18-31)20-10-13-27(4)16-17-29(6)21(25(20)27)8-9-23-28(5)14-12-24(32)26(2,3)22(28)11-15-30(23,29)7/h18-23,25H,8-17H2,1-7H3/t19-,20+,21-,22+,23-,25-,27-,28+,29-,30-/m1/s1
• InChI Key: NZUNSIQTLLZQIV-RASYHJNMSA-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): 34.10 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 7.49
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	-	0.6002	60.02%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7276	72.76%
OATP2B1 inhibitior	-	0.7253	72.53%
OATP1B1 inhibitior	+	0.8959	89.59%
OATP1B3 inhibitior	+	0.9813	98.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.9330	93.30%
P-glycoprotein inhibitior	-	0.5312	53.12%
P-glycoprotein substrate	-	0.7446	74.46%
CYP3A4 substrate	+	0.6448	64.48%
CYP2C9 substrate	-	0.7836	78.36%
CYP2D6 substrate	-	0.7665	76.65%
CYP3A4 inhibition	-	0.9192	91.92%
CYP2C9 inhibition	-	0.8498	84.98%
CYP2C19 inhibition	-	0.8165	81.65%
CYP2D6 inhibition	-	0.9688	96.88%
CYP1A2 inhibition	-	0.9099	90.99%
CYP2C8 inhibition	-	0.6838	68.38%
CYP inhibitory promiscuity	-	0.9507	95.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6063	60.63%
Eye corrosion	-	0.9675	96.75%
Eye irritation	-	0.9291	92.91%
Skin irritation	+	0.5983	59.83%
Skin corrosion	-	0.9054	90.54%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4739	47.39%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.7510	75.10%
skin sensitisation	+	0.7410	74.10%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5138	51.38%
Acute Oral Toxicity (c)	III	0.6733	67.33%
Estrogen receptor binding	+	0.8450	84.50%
Androgen receptor binding	+	0.7594	75.94%
Thyroid receptor binding	+	0.5994	59.94%
Glucocorticoid receptor binding	+	0.8008	80.08%
Aromatase binding	+	0.6986	69.86%
PPAR gamma	+	0.7020	70.20%
Honey bee toxicity	-	0.6776	67.76%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9746	97.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	96.94%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.85%	94.45%
CHEMBL4072	P07858	Cathepsin B	93.86%	93.67%
CHEMBL2581	P07339	Cathepsin D	91.91%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.19%	95.56%
CHEMBL4302	P08183	P-glycoprotein 1	88.82%	92.98%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.37%	96.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.28%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.04%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.85%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.78%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.53%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.44%	97.09%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.56%	99.18%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.13%	85.30%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.96%	95.89%
CHEMBL2169736	O95551	Tyrosyl-DNA phosphodiesterase 2	82.84%	98.46%
CHEMBL3524	P56524	Histone deacetylase 4	81.12%	92.97%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.96%	90.08%
CHEMBL259	P32245	Melanocortin receptor 4	80.65%	95.38%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.00%	92.86%

Plants that contains it

• Adenopeltis serrata
• Bituminaria bituminosa
• Centaurea seridis
• Chrozophora tinctoria
• Cneorum pulverulentum
• Dalbergia stipulacea
• Delphinium ajacis
• Elaeagnus commutata
• Eucalyptus flocktoniae
• Flindersia brayleyana
• Heracleum sphondylium
• Jungermannia obovata
• Kummerowia striata
• Mascarenhasia arborescens
• Meconopsis napaulensis
• Merremia umbellata
• Millettia conraui
• Palafoxia rosea
• Pedicularis condensata
• Perityle vaseyi
• Phoebe formosana
• Piloselloides hirsuta
• Plectranthus garckeanus
• Porella swartziana
• Quercus mongolica
• Rheum webbianum
• Salacia chinensis
• Salvia coulteri
• Satureja cuneifolia
• Senecio flavus
• Sida cordifolia
• Solanum sisymbriifolium
• Thymbra spicata
• Turraeanthus mannii

Cross-Links

• PubChem: 91587731
• NPASS: NPC179256
• LOTUS: LTS0229396
• wikiData: Q105188452