(2S,4'bS,8'aS,11aS)-1',5,7-trihydroxy-4'b,8,8,8',8',11a-hexamethyl-2',4-di(propan-2-yl)spiro[10,11-dihydro-9H-naphtho[2,1-g][1,3]benzodioxole-2,10'-5,6,7,8a-tetrahydrophenanthrene]-3',4',6,9'-tetrone

Details

• Internal ID: 947dc571-f69f-4ab8-b2b0-2e6ebb65e5d6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (2S,4'bS,8'aS,11aS)-1',5,7-trihydroxy-4'b,8,8,8',8',11a-hexamethyl-2',4-di(propan-2-yl)spiro[10,11-dihydro-9H-naphtho[2,1-g][1,3]benzodioxole-2,10'-5,6,7,8a-tetrahydrophenanthrene]-3',4',6,9'-tetrone
• SMILES (Canonical): CC(C)C1=C(C2=C(C3=C1OC4(O3)C(=O)C5C(CCCC5(C6=C4C(=C(C(=O)C6=O)C(C)C)O)C)(C)C)C7(CCCC(C7=C(C2=O)O)(C)C)C)O
• SMILES (Isomeric): CC(C)C1=C(C2=C(C3=C1O[C@]4(O3)C(=O)[C@@H]5[C@](CCCC5(C)C)(C6=C4C(=C(C(=O)C6=O)C(C)C)O)C)[C@]7(CCCC(C7=C(C2=O)O)(C)C)C)O
• InChI: InChI=1S/C40H48O9/c1-17(2)19-26(42)24-23(29(45)27(19)43)39(10)16-12-14-37(7,8)34(39)35(47)40(24)48-31-20(18(3)4)25(41)21-22(32(31)49-40)38(9)15-11-13-36(5,6)33(38)30(46)28(21)44/h17-18,34,41-42,46H,11-16H2,1-10H3/t34-,38+,39+,40+/m0/s1
• InChI Key: LRSSORAXBKBHKB-PWBBWQFMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₈O₉
• Molecular Weight: 672.80 g/mol
• Exact Mass: 672.32983310 g/mol
• Topological Polar Surface Area (TPSA): 147.00 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 7.79
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	-	0.7785	77.85%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8188	81.88%
OATP2B1 inhibitior	-	0.7186	71.86%
OATP1B1 inhibitior	+	0.7888	78.88%
OATP1B3 inhibitior	+	0.9171	91.71%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8765	87.65%
P-glycoprotein inhibitior	+	0.7143	71.43%
P-glycoprotein substrate	+	0.5503	55.03%
CYP3A4 substrate	+	0.6849	68.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.7841	78.41%
CYP2C9 inhibition	+	0.5536	55.36%
CYP2C19 inhibition	-	0.6696	66.96%
CYP2D6 inhibition	-	0.8536	85.36%
CYP1A2 inhibition	+	0.7678	76.78%
CYP2C8 inhibition	+	0.5659	56.59%
CYP inhibitory promiscuity	-	0.5483	54.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Danger	0.5281	52.81%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8750	87.50%
Skin irritation	-	0.5564	55.64%
Skin corrosion	-	0.8950	89.50%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5927	59.27%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5595	55.95%
skin sensitisation	-	0.7404	74.04%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5886	58.86%
Acute Oral Toxicity (c)	III	0.3764	37.64%
Estrogen receptor binding	+	0.7329	73.29%
Androgen receptor binding	+	0.7218	72.18%
Thyroid receptor binding	+	0.5692	56.92%
Glucocorticoid receptor binding	+	0.7674	76.74%
Aromatase binding	+	0.7955	79.55%
PPAR gamma	+	0.6732	67.32%
Honey bee toxicity	-	0.6700	67.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	99.16%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.69%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.61%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	96.19%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.15%	97.25%
CHEMBL2581	P07339	Cathepsin D	96.10%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.06%	96.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.74%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.97%	95.56%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	91.46%	95.34%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.58%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.34%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.31%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.05%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.98%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.52%	99.23%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.73%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.28%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	86.17%	94.73%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	85.82%	95.52%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.28%	90.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.99%	92.88%
CHEMBL1829	O15379	Histone deacetylase 3	83.55%	95.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.45%	99.18%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.63%	95.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.57%	93.40%
CHEMBL340	P08684	Cytochrome P450 3A4	82.44%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.15%	99.15%
CHEMBL325	Q13547	Histone deacetylase 1	80.94%	95.92%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.71%	97.50%

Plants that contains it

• Plectranthus grandidentatus

Cross-Links

• PubChem: 102274928
• LOTUS: LTS0129303
• wikiData: Q105156303