1H,10H-Cyclopenta[a]cyclopropa[e]phenanthrene-6-carboxylic acid, 1-[(1R)-1,5-dimethyl-4-methylenehexyl]tetradecahydro-7-hydroxy-3a,6,12a-trimethyl-9-oxo-, (1R,3aS,3bS,5aR,6S,7S,9aS,10aS,12aR)-

Details

• Internal ID: 93a74478-15cf-4764-99e7-cb09f0301813
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3S,6S,7S,8R,11S,12S,15R,16R)-6-hydroxy-7,12,16-trimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-4-oxopentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylic acid
• SMILES (Canonical): CC(C)C(=C)CCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)C(=O)CC(C5(C)C(=O)O)O)C)C
• SMILES (Isomeric): C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)C(=O)C[C@@H]([C@@]5(C)C(=O)O)O)C)C
• InChI: InChI=1S/C31H48O4/c1-18(2)19(3)8-9-20(4)21-12-13-28(6)22-10-11-23-29(7,26(34)35)24(32)16-25(33)31(23)17-30(22,31)15-14-27(21,28)5/h18,20-24,32H,3,8-17H2,1-2,4-7H3,(H,34,35)/t20-,21-,22+,23+,24+,27-,28+,29+,30+,31-/m1/s1
• InChI Key: DFBCVZCHRMESFM-IPRKTUQPSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₈O₄
• Molecular Weight: 484.70 g/mol
• Exact Mass: 484.35526001 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 8.10
• Atomic LogP (AlogP): 6.66
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• CHEMBL332557
• [(1R)-1,5-dimethyl-4-methylene-hexyl]-hydroxy-trimethyl-oxo-[?]carboxylic acid
• 1H,10H-Cyclopenta[a]cyclopropa[e]phenanthrene-6-carboxylic acid, 1-[(1R)-1,5-dimethyl-4-methylenehexyl]tetradecahydro-7-hydroxy-3a,6,12a-trimethyl-9-oxo-, (1R,3aS,3bS,5aR,6S,7S,9aS,10aS,12aR)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9714	97.14%
Caco-2	-	0.5582	55.82%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6217	62.17%
OATP2B1 inhibitior	-	0.5657	56.57%
OATP1B1 inhibitior	+	0.8582	85.82%
OATP1B3 inhibitior	+	0.8150	81.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7285	72.85%
P-glycoprotein inhibitior	-	0.4643	46.43%
P-glycoprotein substrate	+	0.5484	54.84%
CYP3A4 substrate	+	0.6605	66.05%
CYP2C9 substrate	-	0.8348	83.48%
CYP2D6 substrate	-	0.8457	84.57%
CYP3A4 inhibition	-	0.7754	77.54%
CYP2C9 inhibition	-	0.7467	74.67%
CYP2C19 inhibition	-	0.8938	89.38%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.8583	85.83%
CYP2C8 inhibition	-	0.6262	62.62%
CYP inhibitory promiscuity	-	0.8684	86.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6919	69.19%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9258	92.58%
Skin irritation	+	0.5975	59.75%
Skin corrosion	-	0.9315	93.15%
Ames mutagenesis	-	0.7337	73.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5457	54.57%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7160	71.60%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.5177	51.77%
Acute Oral Toxicity (c)	I	0.7535	75.35%
Estrogen receptor binding	+	0.7624	76.24%
Androgen receptor binding	+	0.7706	77.06%
Thyroid receptor binding	+	0.6587	65.87%
Glucocorticoid receptor binding	+	0.7732	77.32%
Aromatase binding	+	0.7119	71.19%
PPAR gamma	+	0.6276	62.76%
Honey bee toxicity	-	0.8516	85.16%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.75%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.04%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.79%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.21%	90.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.39%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.55%	94.45%
CHEMBL220	P22303	Acetylcholinesterase	87.06%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.22%	92.62%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.01%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.78%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.19%	93.04%
CHEMBL221	P23219	Cyclooxygenase-1	83.99%	90.17%
CHEMBL237	P41145	Kappa opioid receptor	83.75%	98.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.80%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.77%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.18%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.17%	91.19%
CHEMBL4208	P20618	Proteasome component C5	80.59%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.26%	90.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.03%	100.00%

Plants that contains it

• Combretum quadrangulare
• Gardenia thailandica

Cross-Links

• PubChem: 3008860
• NPASS: NPC266431
• ChEMBL: CHEMBL332557
• LOTUS: LTS0076541
• wikiData: Q104399094