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

Details

• Internal ID: 8aafdf28-b305-4570-bb43-82a77d109cb1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (Z,6R)-6-[(2R,4aS,4bS,7R,8S,9aS)-7-(2-hydroxypropan-2-yl)-8-(3-methoxy-3-oxopropyl)-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)CCC(=O)OC)C(C)(C)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)CCC(=O)OC)C(C)(C)O)C
• InChI: InChI=1S/C31H48O5/c1-19(10-9-11-20(2)28(33)34)22-14-16-30(6)23-12-13-26(29(4,5)35)31(7,17-15-27(32)36-8)25(23)18-24(30)21(22)3/h11,18-19,22-24,26,35H,3,9-10,12-17H2,1-2,4-8H3,(H,33,34)/b20-11-/t19-,22-,23-,24+,26+,30+,31-/m1/s1
• InChI Key: CCNMBVWNRNOIJC-MGZGJEIFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₈O₅
• Molecular Weight: 500.70 g/mol
• Exact Mass: 500.35017463 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 6.72
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	-	0.6799	67.99%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8308	83.08%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8172	81.72%
OATP1B3 inhibitior	-	0.6288	62.88%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7032	70.32%
BSEP inhibitior	+	0.9145	91.45%
P-glycoprotein inhibitior	+	0.6957	69.57%
P-glycoprotein substrate	+	0.5615	56.15%
CYP3A4 substrate	+	0.7068	70.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9211	92.11%
CYP3A4 inhibition	-	0.7208	72.08%
CYP2C9 inhibition	-	0.7293	72.93%
CYP2C19 inhibition	-	0.8588	85.88%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.7733	77.33%
CYP2C8 inhibition	+	0.4880	48.80%
CYP inhibitory promiscuity	-	0.6956	69.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8620	86.20%
Carcinogenicity (trinary)	Non-required	0.7002	70.02%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9266	92.66%
Skin irritation	-	0.6089	60.89%
Skin corrosion	-	0.9698	96.98%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4179	41.79%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5327	53.27%
skin sensitisation	-	0.6017	60.17%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7392	73.92%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.9336	93.36%
Acute Oral Toxicity (c)	III	0.6238	62.38%
Estrogen receptor binding	+	0.7339	73.39%
Androgen receptor binding	+	0.6903	69.03%
Thyroid receptor binding	+	0.6424	64.24%
Glucocorticoid receptor binding	+	0.7944	79.44%
Aromatase binding	+	0.7408	74.08%
PPAR gamma	+	0.6797	67.97%
Honey bee toxicity	-	0.6858	68.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
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	98.20%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.04%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.70%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	90.65%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.36%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.63%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.38%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.96%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.84%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.04%	96.90%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.28%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.03%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.49%	91.07%
CHEMBL1871	P10275	Androgen Receptor	83.42%	96.43%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.89%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.65%	97.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.52%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.47%	100.00%
CHEMBL5028	O14672	ADAM10	81.94%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	81.23%	92.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.19%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.22%	99.23%

Plants that contains it

• Kadsura coccinea

Cross-Links

• PubChem: 122181862
• LOTUS: LTS0184707
• wikiData: Q104953522