(1S,3R,5R,7S)-7-hydroxy-7-[(Z)-4-hydroxy-4-methylpent-2-enoyl]-4,4-dimethyl-1,3-bis(3-methylbut-2-enyl)-5-(2-methylpropanoyl)bicyclo[3.2.1]octane-6,8-dione

Details

• Internal ID: 760add71-f8b2-4c1a-b4ef-31703efda6e9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (1S,3R,5R,7S)-7-hydroxy-7-[(Z)-4-hydroxy-4-methylpent-2-enoyl]-4,4-dimethyl-1,3-bis(3-methylbut-2-enyl)-5-(2-methylpropanoyl)bicyclo[3.2.1]octane-6,8-dione
• SMILES (Canonical): CC(C)C(=O)C12C(=O)C(CC(C1(C)C)CC=C(C)C)(C(C2=O)(C(=O)C=CC(C)(C)O)O)CC=C(C)C
• SMILES (Isomeric): CC(C)C(=O)[C@@]12C(=O)[C@@](C[C@H](C1(C)C)CC=C(C)C)([C@@](C2=O)(C(=O)/C=C\C(C)(C)O)O)CC=C(C)C
• InChI: InChI=1S/C30H44O6/c1-18(2)11-12-21-17-28(16-13-19(3)4)24(33)29(27(21,9)10,23(32)20(5)6)25(34)30(28,36)22(31)14-15-26(7,8)35/h11,13-15,20-21,35-36H,12,16-17H2,1-10H3/b15-14-/t21-,28-,29+,30+/m1/s1
• InChI Key: HVOPBXHVLYGWSH-OIALMHISSA-N
• Popularity: 0 references 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): 109.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.72
• H-Bond Acceptor: 6
• 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	+	0.9889	98.89%
Caco-2	-	0.6038	60.38%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7867	78.67%
OATP2B1 inhibitior	-	0.7094	70.94%
OATP1B1 inhibitior	+	0.9127	91.27%
OATP1B3 inhibitior	+	0.9150	91.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8692	86.92%
P-glycoprotein inhibitior	-	0.4761	47.61%
P-glycoprotein substrate	-	0.5457	54.57%
CYP3A4 substrate	+	0.6306	63.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8835	88.35%
CYP3A4 inhibition	-	0.9432	94.32%
CYP2C9 inhibition	-	0.7524	75.24%
CYP2C19 inhibition	-	0.7879	78.79%
CYP2D6 inhibition	-	0.8975	89.75%
CYP1A2 inhibition	-	0.8932	89.32%
CYP2C8 inhibition	-	0.7541	75.41%
CYP inhibitory promiscuity	-	0.8837	88.37%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8823	88.23%
Carcinogenicity (trinary)	Non-required	0.6328	63.28%
Eye corrosion	-	0.9749	97.49%
Eye irritation	-	0.8639	86.39%
Skin irritation	-	0.5297	52.97%
Skin corrosion	-	0.9077	90.77%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4456	44.56%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5801	58.01%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6658	66.58%
Acute Oral Toxicity (c)	III	0.4384	43.84%
Estrogen receptor binding	+	0.7003	70.03%
Androgen receptor binding	+	0.6303	63.03%
Thyroid receptor binding	+	0.6952	69.52%
Glucocorticoid receptor binding	+	0.6993	69.93%
Aromatase binding	+	0.6649	66.49%
PPAR gamma	+	0.7049	70.49%
Honey bee toxicity	-	0.7681	76.81%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9853	98.53%

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	98.79%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.08%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.17%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.10%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.39%	89.34%
CHEMBL2581	P07339	Cathepsin D	91.14%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.90%	91.24%
CHEMBL4040	P28482	MAP kinase ERK2	87.60%	83.82%
CHEMBL1937	Q92769	Histone deacetylase 2	87.29%	94.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.59%	92.88%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.56%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.81%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.41%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	85.15%	94.73%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.16%	90.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.61%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.77%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.28%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.20%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	81.89%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.20%	95.89%

Plants that contains it

• Garcinia subelliptica

Cross-Links

• PubChem: 162921305
• LOTUS: LTS0099971
• wikiData: Q105034361