(4bS,8aS,10S)-10-[(4aS,9S,10aS)-8-hydroxy-1,1,4a-trimethyl-5,6,10-trioxo-7-propan-2-yl-3,4,9,10a-tetrahydro-2H-phenanthren-9-yl]-1-hydroxy-4b,8,8-trimethyl-2-propan-2-yl-6,7,8a,10-tetrahydro-5H-phenanthrene-3,4,9-trione

Details

• Internal ID: 173b780f-0775-4c25-aaf3-e7a7eb5aa120
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: (4bS,8aS,10S)-10-[(4aS,9S,10aS)-8-hydroxy-1,1,4a-trimethyl-5,6,10-trioxo-7-propan-2-yl-3,4,9,10a-tetrahydro-2H-phenanthren-9-yl]-1-hydroxy-4b,8,8-trimethyl-2-propan-2-yl-6,7,8a,10-tetrahydro-5H-phenanthrene-3,4,9-trione
• SMILES (Canonical): CC(C)C1=C(C2=C(C(=O)C1=O)C3(CCCC(C3C(=O)C2C4C(=O)C5C(CCCC5(C6=C4C(=C(C(=O)C6=O)C(C)C)O)C)(C)C)(C)C)C)O
• SMILES (Isomeric): CC(C)C1=C(C2=C(C(=O)C1=O)[C@]3(CCCC([C@@H]3C(=O)[C@H]2[C@@H]4C(=O)[C@@H]5[C@](CCCC5(C)C)(C6=C4C(=C(C(=O)C6=O)C(C)C)O)C)(C)C)C)O
• InChI: InChI=1S/C40H50O8/c1-17(2)19-27(41)23-21(31(45)35-37(5,6)13-11-15-39(35,9)25(23)33(47)29(19)43)22-24-26(34(48)30(44)20(18(3)4)28(24)42)40(10)16-12-14-38(7,8)36(40)32(22)46/h17-18,21-22,35-36,41-42H,11-16H2,1-10H3/t21-,22-,35-,36-,39+,40+/m0/s1
• InChI Key: HCNWHVLOUGMCJF-FVIHBDCBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₀O₈
• Molecular Weight: 658.80 g/mol
• Exact Mass: 658.35056855 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 6.88
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	-	0.7774	77.74%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8121	81.21%
OATP2B1 inhibitior	-	0.7160	71.60%
OATP1B1 inhibitior	+	0.8743	87.43%
OATP1B3 inhibitior	+	0.8885	88.85%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6070	60.70%
P-glycoprotein inhibitior	+	0.6996	69.96%
P-glycoprotein substrate	-	0.8436	84.36%
CYP3A4 substrate	+	0.5633	56.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8753	87.53%
CYP3A4 inhibition	-	0.8912	89.12%
CYP2C9 inhibition	-	0.7411	74.11%
CYP2C19 inhibition	-	0.9004	90.04%
CYP2D6 inhibition	-	0.9223	92.23%
CYP1A2 inhibition	-	0.7749	77.49%
CYP2C8 inhibition	-	0.8165	81.65%
CYP inhibitory promiscuity	-	0.8473	84.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5624	56.24%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8635	86.35%
Skin irritation	+	0.4940	49.40%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6258	62.58%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5555	55.55%
skin sensitisation	-	0.5780	57.80%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7355	73.55%
Acute Oral Toxicity (c)	III	0.5026	50.26%
Estrogen receptor binding	+	0.7344	73.44%
Androgen receptor binding	+	0.7212	72.12%
Thyroid receptor binding	+	0.5468	54.68%
Glucocorticoid receptor binding	+	0.7613	76.13%
Aromatase binding	+	0.7208	72.08%
PPAR gamma	+	0.6970	69.70%
Honey bee toxicity	-	0.8304	83.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9946	99.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.01%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.09%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.30%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.24%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	90.77%	94.75%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.17%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.39%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.40%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.98%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.60%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.45%	96.77%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.40%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.40%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.52%	95.71%
CHEMBL268	P43235	Cathepsin K	80.30%	96.85%

Plants that contains it

• Plectranthus grandidentatus

Cross-Links

• PubChem: 102063060
• LOTUS: LTS0065659
• wikiData: Q105025869