(2R,4'bS,7R,8'aS,10R)-1',15-dihydroxy-2,4'b,6,6,8',8'-hexamethyl-2',13-di(propan-2-yl)spiro[11-oxatetracyclo[7.6.1.02,7.012,16]hexadeca-1(15),9(16),12-triene-10,10'-5,6,7,8a-tetrahydrophenanthrene]-3',4',8,9',14-pentone

Details

• Internal ID: 738db616-d8fa-4fac-83b8-5f6cb1dce739
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: (2R,4'bS,7R,8'aS,10R)-1',15-dihydroxy-2,4'b,6,6,8',8'-hexamethyl-2',13-di(propan-2-yl)spiro[11-oxatetracyclo[7.6.1.02,7.012,16]hexadeca-1(15),9(16),12-triene-10,10'-5,6,7,8a-tetrahydrophenanthrene]-3',4',8,9',14-pentone
• SMILES (Canonical): CC(C)C1=C(C2=C(C(=O)C1=O)C3(CCCC(C3C(=O)C24C5=C6C(=C(C(=O)C(=C6O4)C(C)C)O)C7(CCCC(C7C5=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@]24C5=C6C(=C(C(=O)C(=C6O4)C(C)C)O)[C@@]7(CCCC([C@H]7C5=O)(C)C)C)(C)C)C)O
• InChI: InChI=1S/C40H48O8/c1-17(2)19-26(41)25-24(30(45)27(19)42)39(10)16-12-14-37(7,8)34(39)35(47)40(25)23-21-22(29(44)28(43)20(18(3)4)32(21)48-40)38(9)15-11-13-36(5,6)33(38)31(23)46/h17-18,33-34,41,44H,11-16H2,1-10H3/t33-,34+,38+,39-,40+/m1/s1
• InChI Key: BQNKXYZCSWDAOQ-KVVDWPAGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₈O₈
• Molecular Weight: 656.80 g/mol
• Exact Mass: 656.33491849 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 7.10
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	-	0.7466	74.66%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7489	74.89%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8429	84.29%
OATP1B3 inhibitior	+	0.9608	96.08%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.6846	68.46%
P-glycoprotein substrate	-	0.5783	57.83%
CYP3A4 substrate	+	0.6525	65.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.8830	88.30%
CYP2C9 inhibition	-	0.7364	73.64%
CYP2C19 inhibition	-	0.8814	88.14%
CYP2D6 inhibition	-	0.9047	90.47%
CYP1A2 inhibition	+	0.5819	58.19%
CYP2C8 inhibition	-	0.7152	71.52%
CYP inhibitory promiscuity	-	0.6791	67.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4160	41.60%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8516	85.16%
Skin irritation	+	0.5765	57.65%
Skin corrosion	-	0.8828	88.28%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6930	69.30%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5983	59.83%
skin sensitisation	-	0.6873	68.73%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5279	52.79%
Acute Oral Toxicity (c)	III	0.5087	50.87%
Estrogen receptor binding	+	0.7083	70.83%
Androgen receptor binding	+	0.7106	71.06%
Thyroid receptor binding	+	0.5395	53.95%
Glucocorticoid receptor binding	+	0.7735	77.35%
Aromatase binding	+	0.7416	74.16%
PPAR gamma	+	0.7176	71.76%
Honey bee toxicity	-	0.7632	76.32%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9904	99.04%

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	95.49%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.16%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.42%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.53%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.44%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.05%	96.77%
CHEMBL1937	Q92769	Histone deacetylase 2	91.24%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.47%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.33%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.57%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.11%	95.58%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.96%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.49%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.88%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.51%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	81.57%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	80.66%	92.50%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.15%	93.99%

Plants that contains it

• Plectranthus grandidentatus

Cross-Links

• PubChem: 102063061
• LOTUS: LTS0133467
• wikiData: Q104944455