(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-9-sulfooxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid

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	89c65438-b54d-416a-a4f5-eec9a939d2b2
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name	(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-9-sulfooxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
SMILES (Canonical)	CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OS(=O)(=O)O)C)C(=O)O
SMILES (Isomeric)	CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)OS(=O)(=O)O)C)C(=O)O
InChI	InChI=1S/C30H48O6S/c1-18(2)19-10-15-30(25(31)32)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(36-37(33,34)35)26(3,4)21(27)11-14-29(22,28)7/h19-24H,1,8-17H2,2-7H3,(H,31,32)(H,33,34,35)/t19-,20+,21-,22+,23-,24+,27-,28+,29+,30-/m0/s1
InChI Key	YFXBKUYUDSKMET-FZFNOLFKSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₃₀H₄₈O₆S
Molecular Weight	536.80 g/mol
Exact Mass	536.31716042 g/mol
Topological Polar Surface Area (TPSA)	109.00 Å²
XlogP	7.80
Atomic LogP (AlogP)	6.92
H-Bond Acceptor	4
H-Bond Donor	2
Rotatable Bonds	4

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	+	0.9625	96.25%
Caco-2	-	0.7581	75.81%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5576	55.76%
OATP2B1 inhibitior	-	0.5631	56.31%
OATP1B1 inhibitior	+	0.8891	88.91%
OATP1B3 inhibitior	+	0.8695	86.95%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5737	57.37%
P-glycoprotein inhibitior	-	0.5642	56.42%
P-glycoprotein substrate	-	0.6696	66.96%
CYP3A4 substrate	+	0.6879	68.79%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8708	87.08%
CYP3A4 inhibition	-	0.8956	89.56%
CYP2C9 inhibition	-	0.7932	79.32%
CYP2C19 inhibition	-	0.7583	75.83%
CYP2D6 inhibition	-	0.8752	87.52%
CYP1A2 inhibition	-	0.7855	78.55%
CYP2C8 inhibition	+	0.5877	58.77%
CYP inhibitory promiscuity	-	0.8195	81.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5500	55.00%
Carcinogenicity (trinary)	Non-required	0.6239	62.39%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.9124	91.24%
Skin irritation	-	0.7453	74.53%
Skin corrosion	-	0.8712	87.12%
Ames mutagenesis	-	0.6964	69.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4815	48.15%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8073	80.73%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7798	77.98%
Acute Oral Toxicity (c)	III	0.6010	60.10%
Estrogen receptor binding	+	0.6824	68.24%
Androgen receptor binding	+	0.7741	77.41%
Thyroid receptor binding	+	0.5258	52.58%
Glucocorticoid receptor binding	+	0.6654	66.54%
Aromatase binding	+	0.6517	65.17%
PPAR gamma	+	0.5809	58.09%
Honey bee toxicity	-	0.6315	63.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	1.0000	100.00%

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
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.35%	96.38%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	94.38%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	94.02%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.82%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.71%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.16%	94.45%
CHEMBL3524	P56524	Histone deacetylase 4	89.01%	92.97%
CHEMBL2581	P07339	Cathepsin D	88.18%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.33%	93.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.37%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.16%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.82%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.70%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.61%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.85%	94.33%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.38%	82.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.13%	95.50%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.06%	99.17%

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.

Diospyros dendo

Heptapleurum heptaphyllum