3-[(3S,4S,5R,8R,9R,10R,13R,14R,15R)-4,9,10,13-tetramethyl-3-propan-2-yl-15-prop-1-en-2-yl-2,3,5,6,7,8,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl]propanoic acid

Details

• Internal ID: 52ad82f9-1d4e-42b2-bd97-91d78ae6e552
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid acids
• IUPAC Name: 3-[(3S,4S,5R,8R,9R,10R,13R,14R,15R)-4,9,10,13-tetramethyl-3-propan-2-yl-15-prop-1-en-2-yl-2,3,5,6,7,8,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl]propanoic acid
• SMILES (Canonical): CC(C)C1CCC2(C(C1(C)CCC(=O)O)CCC3C2(CCC4(C3C(CC4)C(=C)C)C)C)C
• SMILES (Isomeric): CC(C)[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CCC(=O)O)CC[C@H]3[C@]2(CC[C@@]4([C@@H]3[C@@H](CC4)C(=C)C)C)C)C
• InChI: InChI=1S/C30H50O2/c1-19(2)21-11-14-27(5)17-18-29(7)23(26(21)27)9-10-24-28(6,15-13-25(31)32)22(20(3)4)12-16-30(24,29)8/h20-24,26H,1,9-18H2,2-8H3,(H,31,32)/t21-,22-,23+,24+,26+,27+,28-,29+,30+/m0/s1
• InChI Key: YFEMLOPURCNWND-JGFKHHSSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₂
• Molecular Weight: 442.70 g/mol
• Exact Mass: 442.381080833 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 10.00
• Atomic LogP (AlogP): 8.36
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 5

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	-	0.5371	53.71%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4683	46.83%
OATP2B1 inhibitior	-	0.7161	71.61%
OATP1B1 inhibitior	+	0.8739	87.39%
OATP1B3 inhibitior	-	0.3535	35.35%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8658	86.58%
P-glycoprotein inhibitior	-	0.6636	66.36%
P-glycoprotein substrate	-	0.5855	58.55%
CYP3A4 substrate	+	0.6373	63.73%
CYP2C9 substrate	-	0.5859	58.59%
CYP2D6 substrate	-	0.8733	87.33%
CYP3A4 inhibition	-	0.8052	80.52%
CYP2C9 inhibition	-	0.8335	83.35%
CYP2C19 inhibition	-	0.8093	80.93%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.8917	89.17%
CYP2C8 inhibition	-	0.6052	60.52%
CYP inhibitory promiscuity	-	0.8638	86.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6467	64.67%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8736	87.36%
Skin irritation	-	0.5167	51.67%
Skin corrosion	-	0.9652	96.52%
Ames mutagenesis	-	0.6828	68.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4214	42.14%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6640	66.40%
skin sensitisation	+	0.6705	67.05%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6503	65.03%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7557	75.57%
Acute Oral Toxicity (c)	III	0.4494	44.94%
Estrogen receptor binding	+	0.7248	72.48%
Androgen receptor binding	+	0.7494	74.94%
Thyroid receptor binding	+	0.6171	61.71%
Glucocorticoid receptor binding	+	0.8217	82.17%
Aromatase binding	+	0.7542	75.42%
PPAR gamma	+	0.6550	65.50%
Honey bee toxicity	-	0.7604	76.04%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
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
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	98.34%	96.38%
CHEMBL2581	P07339	Cathepsin D	96.90%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.78%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.15%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.43%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.67%	96.61%
CHEMBL4040	P28482	MAP kinase ERK2	92.28%	83.82%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	89.51%	96.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.24%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.04%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.07%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.88%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.29%	91.19%
CHEMBL233	P35372	Mu opioid receptor	82.46%	97.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.06%	95.89%
CHEMBL206	P03372	Estrogen receptor alpha	81.14%	97.64%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.01%	96.95%
CHEMBL221	P23219	Cyclooxygenase-1	80.53%	90.17%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.22%	82.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.17%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.03%	91.11%

Plants that contains it

• Hoya naumannii
• Phellodendron amurense
• Platypodium elegans
• Wrightia tinctoria

Cross-Links

• PubChem: 101449266
• LOTUS: LTS0236303
• wikiData: Q104253635