(1R,2S,4S,5'R,6R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-ol

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	836f6b84-384f-4d26-aa23-b247c87a0689
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name	(1R,2S,4S,5'R,6R,9S,12S,13S,16S,18S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-ol
SMILES (Canonical)	CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)O)C)C)C)OC1
SMILES (Isomeric)	C[C@@H]1CC[C@@]2(C(C3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(CC[C@@H](C6)O)C)C)C)OC1
InChI	InChI=1S/C27H44O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28H,5-15H2,1-4H3/t16-,17?,18+,19+,20-,21+,22+,23+,24?,25+,26+,27-/m1/s1
InChI Key	GMBQZIIUCVWOCD-ZHOICQJYSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₄₄O₃
Molecular Weight	416.60 g/mol
Exact Mass	416.32904526 g/mol
Topological Polar Surface Area (TPSA)	38.70 Å²
XlogP	6.50
Atomic LogP (AlogP)	5.79
H-Bond Acceptor	3
H-Bond Donor	1
Rotatable Bonds	0

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	+	0.5138	51.38%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6598	65.98%
OATP2B1 inhibitior	-	0.5773	57.73%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	-	0.5698	56.98%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5102	51.02%
BSEP inhibitior	-	0.5536	55.36%
P-glycoprotein inhibitior	-	0.6223	62.23%
P-glycoprotein substrate	-	0.6500	65.00%
CYP3A4 substrate	+	0.7236	72.36%
CYP2C9 substrate	-	0.7880	78.80%
CYP2D6 substrate	-	0.7331	73.31%
CYP3A4 inhibition	-	0.9295	92.95%
CYP2C9 inhibition	-	0.8285	82.85%
CYP2C19 inhibition	-	0.8497	84.97%
CYP2D6 inhibition	-	0.9434	94.34%
CYP1A2 inhibition	-	0.8882	88.82%
CYP2C8 inhibition	-	0.5674	56.74%
CYP inhibitory promiscuity	-	0.9723	97.23%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6395	63.95%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.7531	75.31%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.8008	80.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.5109	51.09%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.9313	93.13%
skin sensitisation	-	0.8644	86.44%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5961	59.61%
Acute Oral Toxicity (c)	III	0.4930	49.30%
Estrogen receptor binding	+	0.7635	76.35%
Androgen receptor binding	-	0.4948	49.48%
Thyroid receptor binding	+	0.6455	64.55%
Glucocorticoid receptor binding	+	0.7975	79.75%
Aromatase binding	+	0.7007	70.07%
PPAR gamma	+	0.6022	60.22%
Honey bee toxicity	-	0.5630	56.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.7906	79.06%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.44%	96.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	92.11%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.63%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.75%	97.09%
CHEMBL204	P00734	Thrombin	89.04%	96.01%
CHEMBL237	P41145	Kappa opioid receptor	88.68%	98.10%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.26%	91.11%
CHEMBL233	P35372	Mu opioid receptor	86.56%	97.93%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	86.37%	98.99%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	85.55%	97.31%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.64%	82.69%
CHEMBL259	P32245	Melanocortin receptor 4	84.43%	95.38%
CHEMBL1871	P10275	Androgen Receptor	84.14%	96.43%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.57%	96.95%
CHEMBL221	P23219	Cyclooxygenase-1	83.18%	90.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.99%	92.86%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.77%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.77%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.45%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.28%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.58%	97.25%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	81.44%	98.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.49%	97.28%
CHEMBL238	Q01959	Dopamine transporter	80.20%	95.88%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.06%	98.46%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Salvia miltiorrhiza

Solanum dulcamara

Solanum nigrum

Trigonella foenum-graecum