(2S,4aS,4bR,6aR,7R,8S,9R,10aS,10bR)-8,9-dihydroxy-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-2-[(3S)-3-methyl-4-oxopentyl]-4,5,6,6a,8,9,10,10b-octahydro-3H-chrysene-2-carboxylic acid

Details

• Internal ID: ba7e326b-fdcf-473a-b605-0e47bcb9b388
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: (2S,4aS,4bR,6aR,7R,8S,9R,10aS,10bR)-8,9-dihydroxy-7-(hydroxymethyl)-4a,4b,7,10a-tetramethyl-2-[(3S)-3-methyl-4-oxopentyl]-4,5,6,6a,8,9,10,10b-octahydro-3H-chrysene-2-carboxylic acid
• SMILES (Canonical): CC(CCC1(CCC2(C(=C1)C=CC3C2(CCC4C3(CC(C(C4(C)CO)O)O)C)C)C)C(=O)O)C(=O)C
• SMILES (Isomeric): C[C@@H](CC[C@@]1(CC[C@@]2(C(=C1)C=C[C@H]3[C@]2(CC[C@@H]4[C@@]3(C[C@H]([C@H]([C@@]4(C)CO)O)O)C)C)C)C(=O)O)C(=O)C
• InChI: InChI=1S/C30H46O6/c1-18(19(2)32)9-12-30(25(35)36)14-13-28(5)20(15-30)7-8-23-26(3)16-21(33)24(34)27(4,17-31)22(26)10-11-29(23,28)6/h7-8,15,18,21-24,31,33-34H,9-14,16-17H2,1-6H3,(H,35,36)/t18-,21+,22+,23+,24+,26-,27-,28+,29+,30-/m0/s1
• InChI Key: GASVCOQAHAIPDZ-VUCXJNENSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₆
• Molecular Weight: 502.70 g/mol
• Exact Mass: 502.32943918 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.52
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9458	94.58%
Caco-2	-	0.6118	61.18%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8610	86.10%
OATP2B1 inhibitior	-	0.7115	71.15%
OATP1B1 inhibitior	+	0.8573	85.73%
OATP1B3 inhibitior	-	0.4575	45.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5721	57.21%
BSEP inhibitior	+	0.8827	88.27%
P-glycoprotein inhibitior	-	0.5075	50.75%
P-glycoprotein substrate	+	0.6186	61.86%
CYP3A4 substrate	+	0.6844	68.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	-	0.7890	78.90%
CYP2C9 inhibition	-	0.9124	91.24%
CYP2C19 inhibition	-	0.9138	91.38%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	-	0.9207	92.07%
CYP2C8 inhibition	-	0.7085	70.85%
CYP inhibitory promiscuity	-	0.9717	97.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7349	73.49%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9385	93.85%
Skin irritation	+	0.5878	58.78%
Skin corrosion	-	0.9566	95.66%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7393	73.93%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6948	69.48%
skin sensitisation	-	0.9158	91.58%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6046	60.46%
Acute Oral Toxicity (c)	III	0.7787	77.87%
Estrogen receptor binding	+	0.6938	69.38%
Androgen receptor binding	+	0.7603	76.03%
Thyroid receptor binding	+	0.6052	60.52%
Glucocorticoid receptor binding	+	0.7399	73.99%
Aromatase binding	+	0.7132	71.32%
PPAR gamma	+	0.5612	56.12%
Honey bee toxicity	-	0.8500	85.00%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9870	98.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.18%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.87%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.17%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.94%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.19%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.85%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.46%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.36%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.03%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.98%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.33%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.76%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	83.62%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.59%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.22%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.14%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.20%	90.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.87%	90.08%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.64%	89.34%

Plants that contains it

• Casimiroa tetrameria
• Clematicissus simsiana
• Colchicum speciosum
• Heliomeris multiflora
• Ligularia dentata
• Rosa laevigata
• Senecio vernalis

Cross-Links

• PubChem: 52952320
• NPASS: NPC141225