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

Details

• Internal ID: c2b16b8f-6ba4-4add-b941-ed13d6cbcbc4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3R,6S,7S,8R,11S,12S,15R,16R)-6-hydroxy-7,12,16-trimethyl-15-[(2R)-6-methyl-4-oxohept-5-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylic acid
• SMILES (Canonical): CC(CC(=O)C=C(C)C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C(=O)O)O)C)C
• SMILES (Isomeric): C[C@H](CC(=O)C=C(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H]([C@@]5(C)C(=O)O)O)C)C
• InChI: InChI=1S/C30H46O4/c1-18(2)15-20(31)16-19(3)21-9-11-27(5)22-7-8-23-28(6,25(33)34)24(32)10-12-29(23)17-30(22,29)14-13-26(21,27)4/h15,19,21-24,32H,7-14,16-17H2,1-6H3,(H,33,34)/t19-,21-,22+,23+,24+,26-,27+,28+,29-,30+/m1/s1
• InChI Key: BMJZOVISEITTRA-AHGLEFSXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₄
• Molecular Weight: 470.70 g/mol
• Exact Mass: 470.33960994 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 6.41
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

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

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	-	0.5521	55.21%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7290	72.90%
OATP2B1 inhibitior	-	0.7177	71.77%
OATP1B1 inhibitior	+	0.8857	88.57%
OATP1B3 inhibitior	+	0.7927	79.27%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7782	77.82%
BSEP inhibitior	+	0.8414	84.14%
P-glycoprotein inhibitior	-	0.4743	47.43%
P-glycoprotein substrate	-	0.5927	59.27%
CYP3A4 substrate	+	0.6365	63.65%
CYP2C9 substrate	-	0.7791	77.91%
CYP2D6 substrate	-	0.8966	89.66%
CYP3A4 inhibition	-	0.8182	81.82%
CYP2C9 inhibition	-	0.6698	66.98%
CYP2C19 inhibition	-	0.8814	88.14%
CYP2D6 inhibition	-	0.9569	95.69%
CYP1A2 inhibition	-	0.8942	89.42%
CYP2C8 inhibition	-	0.6666	66.66%
CYP inhibitory promiscuity	-	0.8675	86.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6907	69.07%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9454	94.54%
Skin irritation	+	0.5815	58.15%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.6828	68.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6751	67.51%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6209	62.09%
skin sensitisation	-	0.7228	72.28%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.6542	65.42%
Acute Oral Toxicity (c)	I	0.6906	69.06%
Estrogen receptor binding	+	0.8018	80.18%
Androgen receptor binding	+	0.7762	77.62%
Thyroid receptor binding	+	0.6557	65.57%
Glucocorticoid receptor binding	+	0.7713	77.13%
Aromatase binding	+	0.8185	81.85%
PPAR gamma	+	0.6427	64.27%
Honey bee toxicity	-	0.8557	85.57%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9968	99.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.78%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.14%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	91.60%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.71%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.53%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.77%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.63%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.45%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.71%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.42%	96.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.85%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.39%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.97%	98.75%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.72%	97.21%
CHEMBL2514	O95665	Neurotensin receptor 2	81.14%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.70%	100.00%
CHEMBL5028	O14672	ADAM10	80.43%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.24%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.11%	89.00%

Plants that contains it

• Gardenia thailandica

Cross-Links

• PubChem: 3008859
• LOTUS: LTS0186379
• wikiData: Q104938422