[(2S,2'S,3R,3'S,4S,4aR,5'R,8aS)-2,5'-dihydroxy-2'-[(2R)-2-hydroxybut-3-en-2-yl]-3,8,8a-trimethyl-6-oxospiro[2,3,4a,5-tetrahydro-1H-naphthalene-4,4'-oxolane]-3'-yl] acetate

Details

• Internal ID: 5072df0c-e394-474b-9a9c-360835661709
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: [(2S,2'S,3R,3'S,4S,4aR,5'R,8aS)-2,5'-dihydroxy-2'-[(2R)-2-hydroxybut-3-en-2-yl]-3,8,8a-trimethyl-6-oxospiro[2,3,4a,5-tetrahydro-1H-naphthalene-4,4'-oxolane]-3'-yl] acetate
• SMILES (Canonical): CC1C(CC2(C(C13C(C(OC3O)C(C)(C=C)O)OC(=O)C)CC(=O)C=C2C)C)O
• SMILES (Isomeric): C[C@H]1[C@H](C[C@]2([C@H]([C@@]13[C@@H]([C@H](O[C@H]3O)[C@@](C)(C=C)O)OC(=O)C)CC(=O)C=C2C)C)O
• InChI: InChI=1S/C22H32O7/c1-7-21(6,27)17-18(28-13(4)23)22(19(26)29-17)12(3)15(25)10-20(5)11(2)8-14(24)9-16(20)22/h7-8,12,15-19,25-27H,1,9-10H2,2-6H3/t12-,15-,16+,17-,18+,19+,20+,21+,22+/m0/s1
• InChI Key: PNMCHRTWOOSOEC-UGSFDNJSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₇
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.21480336 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9813	98.13%
Caco-2	-	0.6032	60.32%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5820	58.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8641	86.41%
OATP1B3 inhibitior	+	0.8990	89.90%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6701	67.01%
P-glycoprotein inhibitior	-	0.6141	61.41%
P-glycoprotein substrate	-	0.6399	63.99%
CYP3A4 substrate	+	0.6700	67.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8899	88.99%
CYP3A4 inhibition	+	0.5863	58.63%
CYP2C9 inhibition	-	0.8994	89.94%
CYP2C19 inhibition	-	0.8813	88.13%
CYP2D6 inhibition	-	0.9477	94.77%
CYP1A2 inhibition	-	0.7547	75.47%
CYP2C8 inhibition	+	0.4538	45.38%
CYP inhibitory promiscuity	-	0.8478	84.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4152	41.52%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9443	94.43%
Skin irritation	+	0.5706	57.06%
Skin corrosion	-	0.9088	90.88%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4169	41.69%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7702	77.02%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.6977	69.77%
Acute Oral Toxicity (c)	I	0.4139	41.39%
Estrogen receptor binding	+	0.8065	80.65%
Androgen receptor binding	+	0.6559	65.59%
Thyroid receptor binding	+	0.5397	53.97%
Glucocorticoid receptor binding	+	0.5727	57.27%
Aromatase binding	+	0.6624	66.24%
PPAR gamma	+	0.5753	57.53%
Honey bee toxicity	-	0.7111	71.11%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9945	99.45%

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	98.38%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.12%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.74%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.16%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.07%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.73%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	92.73%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.71%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.18%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.06%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.97%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.23%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.01%	97.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.95%	91.24%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.05%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	83.05%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.09%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.63%	99.23%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.17%	90.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.80%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.54%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	80.05%	91.49%

Plants that contains it

• Heteroscyphus planus

Cross-Links

• PubChem: 101915764
• LOTUS: LTS0006994
• wikiData: Q105212033