(Z,6R)-6-[(2R,4aS,4bS,7R,8S,9aS)-8-(carboxymethyl)-7-(2-carboxypropan-2-yl)-4a,8-dimethyl-1-methylidene-2,3,4,4b,5,6,7,9a-octahydrofluoren-2-yl]-2-methylhept-2-enoic acid

Details

• Internal ID: 5f321fe2-5f7e-45a3-a09a-c730c2071ced
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (Z,6R)-6-[(2R,4aS,4bS,7R,8S,9aS)-8-(carboxymethyl)-7-(2-carboxypropan-2-yl)-4a,8-dimethyl-1-methylidene-2,3,4,4b,5,6,7,9a-octahydrofluoren-2-yl]-2-methylhept-2-enoic acid
• SMILES (Canonical): CC(CCC=C(C)C(=O)O)C1CCC2(C3CCC(C(C3=CC2C1=C)(C)CC(=O)O)C(C)(C)C(=O)O)C
• SMILES (Isomeric): C[C@H](CC/C=C(/C)\C(=O)O)[C@H]1CC[C@]2([C@@H]3CC[C@H]([C@](C3=C[C@H]2C1=C)(C)CC(=O)O)C(C)(C)C(=O)O)C
• InChI: InChI=1S/C30H44O6/c1-17(9-8-10-18(2)26(33)34)20-13-14-29(6)21-11-12-24(28(4,5)27(35)36)30(7,16-25(31)32)23(21)15-22(29)19(20)3/h10,15,17,20-22,24H,3,8-9,11-14,16H2,1-2,4-7H3,(H,31,32)(H,33,34)(H,35,36)/b18-10-/t17-,20-,21-,22+,24+,29+,30-/m1/s1
• InChI Key: OPHWLZKCIGFGFZ-YYPBCPHMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₄O₆
• Molecular Weight: 500.70 g/mol
• Exact Mass: 500.31378912 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 6.58
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9825	98.25%
Caco-2	-	0.6563	65.63%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7081	70.81%
OATP2B1 inhibitior	-	0.5745	57.45%
OATP1B1 inhibitior	+	0.8059	80.59%
OATP1B3 inhibitior	-	0.3415	34.15%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9015	90.15%
P-glycoprotein inhibitior	+	0.6246	62.46%
P-glycoprotein substrate	-	0.5694	56.94%
CYP3A4 substrate	+	0.6895	68.95%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.8041	80.41%
CYP2C9 inhibition	-	0.8958	89.58%
CYP2C19 inhibition	-	0.9357	93.57%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.8510	85.10%
CYP2C8 inhibition	-	0.6572	65.72%
CYP inhibitory promiscuity	-	0.8535	85.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7101	71.01%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9215	92.15%
Skin irritation	+	0.5350	53.50%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3823	38.23%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5024	50.24%
skin sensitisation	+	0.5451	54.51%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7281	72.81%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.9479	94.79%
Acute Oral Toxicity (c)	III	0.7092	70.92%
Estrogen receptor binding	+	0.7467	74.67%
Androgen receptor binding	+	0.6923	69.23%
Thyroid receptor binding	+	0.6438	64.38%
Glucocorticoid receptor binding	+	0.7970	79.70%
Aromatase binding	+	0.7619	76.19%
PPAR gamma	+	0.6546	65.46%
Honey bee toxicity	-	0.7589	75.89%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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
CHEMBL2581	P07339	Cathepsin D	96.62%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.19%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.75%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.20%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.29%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	89.34%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.32%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.60%	96.09%
CHEMBL1871	P10275	Androgen Receptor	87.03%	96.43%
CHEMBL221	P23219	Cyclooxygenase-1	86.10%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.52%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.54%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.43%	93.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.01%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.71%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.56%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.35%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.17%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.63%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	80.92%	100.00%

Plants that contains it

• Kadsura coccinea

Cross-Links

• PubChem: 122181856
• LOTUS: LTS0168878
• wikiData: Q105196290